Rawal Lab

Publications

PUBLICATIONS IN JOURNALS

  1. Taenzler, F.; Xu, J.; Athe, S.; Rawal, V. H. Dearomative (4 + 3) Cycloaddition Reactions of 3-Alkenylindoles and 3-Alkenylpyrroles to Afford Cyclohepta[b]indoles and Cyclohepta[b]pyrroles. Org. Lett. 2022, 24, 8109–8114. DOI: 10.1021/acs.orglett.2c02983

 

  1. Liu, H.; Zeng T.; He, C.; Rawal, V. H.; Zhou, H.; Dickinson, B. C. Development of mild chemical catalysis conditions for m(1)A-to-m(6)A rearrangement on RNA, ACS Chemical Biology, 2022, 17, 1334–1342. DOI: org/10.1021/acschembio.2c00178

 

 

  1. Cassaidy, K. J.; Rawal, V. H. Enantioselective Total Synthesis of (+)-Heilonine, J. Am. Chem. Soc. 2021, 143, 16394–16400. DOI: https://doi.org/10.1021/jacs.1c08756

 

 

  1. Hu, L. B.; Rawal, V. H. Total Synthesis of the Chlorinated Pentacyclic Indole Alkaloid (+)-Ambiguine G, J. Am. Chem. Soc. 2021, 143, 10872–10875. DOI: https://doi.org/10.1021/jacs.1c05762

 

 

  1. Diels–Alder Reactions of 1-Alkoxy-1-amino-1,3-butadienes: Direct Synthesis of 6-Substituted and 6,6-Disubstituted 2-Cyclohexenones and 6-Substituted 5,6-Dihydropyran-2-ones, Org. Lett. 2021, 23, 5288–5293. DOI:org/10.1021/acs.orglett.1c01031

 

 

  1. Xu J, Rawal VH. Total Synthesis of (-)-Ambiguine P. Journal of the American Chemical Society. 2019, DOI: 10.1021/jacs.9b01739

 

 

  1. Wu, Y. K.; Rawal, V. H. Rapid Construction of Tetrahydropyridine Scaffolds via Formal Imino Diels–Alder Reactions of Schiff Bases and Nazarov Reagents, Org. Biomol. Chem. 2019, 17, 8827–8831. DOI: 10.1039/c9ob01880h

 

  1. Hu L, Rombola M, Rawal VH. Synthesis of 1,2-Oxazinanes via Hydrogen Bond Mediated [3 + 3] Cycloaddition Reactions of Oxyallyl Cations with Nitrones. Organic Letters. 2018, DOI: 10.1021/acs.orglett.8b02301

 

 

  1. Rombola M, Rawal VH. Dicyclopentyl Dithiosquarate as an Intermediate for the Synthesis of Thiosquaramides. Organic Letters. 2018, DOI: 10.1021/acs.orglett.7b03549

 

 

  1. McMurray, K. M. J.; Ramaker, M. J.; Barkley-Levenson, A. M.; Sidhu, P. S.; Elkin, P. K.; Reddy, M. K.; Guthrie, M. L.; Cook, J. M.; Rawal, V. H.; Arnold, L. A.; Dulawa, S. C.; Palmer, A. A. Identification of a novel, fast-acting GABAergic antidepressant, Molecular Psychiatry, 2018, 23, 384–391. https://pubmed.ncbi.nlm.nih.gov/28322281/

 

  1. Rombola, M.; Sumaria, C.S.; Montgomery, T.D.; Rawal, V.H. Development of Chiral, Bifunctional Thiosquaramides: Enantioselective Michael Additions of Barbituric Acids to Nitroalkenes, J. Am. Chem. Soc. 2017, 139, 5297–5300. DOI: 10.1021/jacs.7b01115

 

  1. Reyes JR, Xu J, Kobayashi KBhat V, Rawal VH. Total Synthesis of (-)-N-Methylwelwitindolinone B Isothiocyanate.Angewandte Chemie (International Ed. in English). 2017, DOI: 10.1002/anie.201705322

 

 

  1. Serda, M.; Wu, Y.-K.; Barth, E.D.; Halpern, H.J.; Rawal, V.H. EPR Imaging Spin Probe Trityl Radical OX063: A Method for Its Isolation from Animal Effluent, Redox Chemistry of Its Quinone Methide Oxidation Product, and in Vivo Application in a Mouse, Chem. Res. Toxicology 2016, 29, 2153–2156. DOI: 10.1021/acs.chemrestox.6b00277

 

 

  1. Türkmen, Y. E.; Gravel, M.; Rawal, V. H. Studies Directed toward the Synthesis of Aspidophytine: Construction of Its Perhydroquinoline Core, J. Org. Chem. 2016, 81, 10454–10462. DOI: 10.1021/acs.joc.6b01574

 

 

  1. Kagawa, N.; Nibbs, A. E.; Rawal, V. H. One-Carbon Homologation of Primary Alcohols to Carboxylic Acids, Esters, and Amides via Mitsunobu Reactions with MAC Reagents, Org. Lett. 2016, 18, 2363–2366. DOI: 10.1021/acs.orglett.6b00790

  1. Reyes, J. R.; Rawal, V. H. Reductive Chlorination and Bromination of Ketones via Trityl Hydrazones. Angew. Chem., Int. Ed. 2016, 55, 3077–3080. DOI: 10.1002/anie.201510909

 

 

  1. Montgomery, T. D.; Rawal, V. H. Palladium-Catalyzed Modular Synthesis of Substituted Piperazines and Related Nitrogen Heterocycles, Org. Lett., 2016, 18, 740–743. DOI: 10.1021/acs.orglett.5b03708

 

 

  1. Nibbs, A. E.; Montgomery, T. D.; Zhu, Y; Rawal, V. H. Access to Spirocyclized Oxindoles and Indolenines via Palladium-Catalyzed Cascade Reactions of Propargyl Carbonates with 2-Oxotryptamines and Tryptamines, J. Org. Chem., 2015, 80, 4928–4941. DOI: 10.1021/acs.joc.5b00277

 

 

  1. Yang, K. S.; Rawal, V. H. Synthesis of alpha-Amino Acid Derivatives and Peptides via Enantioselective Addition of Masked Acyl Cyanides to Imines, J. Am. Chem. Soc. 2014, 136, 16148–16151. DOI: 10.1021/ja510135t

 

 

  1. Montgomery, T. D.; Nibbs, A. E.; Zhu, Y.; Rawal, V. H. Rapid Access to Spirocyclized Indolenines via Palladium-Catalyzed Cascade Reactions of Tryptamine Derivatives and Propargyl Carbonate, Organic Letters 2014, 16, 3480–3483. DOI: 10.1021/ol501409a

 

 

  1. Sumaria, C. S.; Türkmen, Y. E.; Rawal, V. H. Non-Precious Metals Catalyze Formal [4+2] Cycloaddition Reactions of 1,2-Diazines and Siloxyalkynes under Ambient Conditions, Organic Letters, 2014, 16, 3236–3239. DOI: 10.1021/ol501254h

 

 

  1. Bhat, V., Dave, A., MacKay, J.A., Rawal, V.H. The Chemistry of Hapalindoles, Fischerindoles, Ambiguines, and Welwitindolinones, The Alkaloids: Chemistry and Biology, 2014, 73, 65–160. DOI: 10.1016/B978-0-12-411565-1.00002-0

 

 

  1. Montavon, T. J.; Türkmen, Y. E.; Shamsi, N. A.; Miller, C.; Sumaria, C. S.; Rawal, V. H.; Kozmin, S. A. [2+2+2] Cycloadditions of Siloxy Alkynes with 1,2-Diazines: From Reaction Discovery to Identification of an Antiglycolytic Chemotype. Angew. Chem., Int. Ed. 2013, 52, 13576–13579. DOI: 10.1002/anie.201305711

 

 

  1. Yang, K. S.; Nibbs, A. E.; Türkmen, Y. E.; Rawal, V. H. Squaramide-Catalyzed Enantioselective Michael Addition of Masked Acyl Cyanides to Substituted Enones J. Am. Chem. Soc., 2013, 135, 16050–16053.  DOI: 10.1021/ja409012q

 

 

  1. Türkmen, Y. E.; Rawal, V. H. Exploring the Potential of Diarylacetylenediols as Hydrogen Bonding Catalysts, J. Org. Chem. 2013, 78, 8340–8353. DOI: 10.1021/jo400926n

 

 

  1. Türkmen, Y. E.; Sen, S.; Rawal, V. H. Stacks and Clips: Uncanny Similarities in the Modes of Self-Assembly in Ternary Ag(I) Complexes with 1,2-Diazines and Chelating Heteroarenes. CrystEngComm, 2013, 15, 4221–4224, DOI: 10.1039/c3ce40500a

 

  1. Hutson, J. E.; Türkmen, Y. E.; Rawal, V. H. Salen Promoted Enantioselective Nazarov Cyclizations of Activated and Unactivated Dienones, J. Am. Chem. Soc. 2013, 135, 4988–4991. DOI: 10.1021/ja401908m

 

 

  1. Montgomery, T. D.; Zhu, Y.; Kagawa, N.; Rawal, V. H. Palladium-Catalyzed Decarboxylative Allylation and Benzylation of N-Alloc and N-Cbz Indoles. Org. Lett., 2013, 15, 1140–1143   DOI: 10.1021/ol400334u

 

 

  1. Türkmen, Y. E.; Montavon, T. J.; Kozmin, S. A.; Silver-Catalyzed Formal Inverse Electron-Demand Diels-Alder Reaction of 1,2-Diazines and Siloxy Alkynes. J. Am. Chem. Soc. 2012, 134, 9062–9065. DOI: 10.1021/ja302537j

 

 

  1. Allan, K. M.; Kobayashi, K.; Rawal, V. H. A Unified Route to the Welwitindolinone Alkaloids: Total Syntheses of (−)-N-Methylwelwitindolinone C Isothiocyanate, (−)-N-Methylwelwitindolinone C Isonitrile, and (−)-3-Hydroxy-N-methylwelwitindolinone C Isothiocyanate. J. Am. Chem. Soc. 2012, 134, 1392–1395. PMID: 22235963. DOI: 10.1021/ja210793x

 

  1. Zhu, Y.; Rawal, V. H. Palladium-Catalyzed C3-Benzylation of Indoles. J. Am. Chem. Soc. 2012, 134, 111–114. PMID: 22133348. DOI: 10.1021/ja2095393

 

 

  1. Bhat, V.; MacKay, J. A.; Rawal, V. H. Lessons Learned While Traversing the Welwitindolinone Alkaloids Obstacle Course. Tetrahedron 2011, 67, 10097–10104. DOI: 10.1016/j.tet.2011.09.088

 

 

  1. Bhat, V.; Rawal, V. H. Stereocontrolled Synthesis of 20,21-Dihydro N-Methylwelwitindolinone B Isothiocyanate. Chem. Commun. 2011, 47, 9705–9707. PMID: 21792443. DOI: 10.1039/C1CC13498A

 

 

  1. Dang, Y.; Schneider-Poetsch, T.; Eyler, D. E.; Jewett, J. C.; Bhat, S.; Rawal, V. H.; Green, R.; Liu, J. O. Inhibition of Eukaryotic Translation Elongation by the Antitumor Natural Product Mycalamide B. RNA. 2011, 17, 1578–1588. PMID: 21693620. DOI: 10.1261/rna.2624511

 

  1. Bhat, V.; MacKay, J. A.; Rawal, V. H. Directed Oxidative Cyclizations to C2- or C4-Positions of Indole: Efficient Construction of the Bicyclo[4.3.1]Decane Core of Welwitindolinones. Org. Lett. 2011, 13, 3214–3217. PMID: 21615098. DOI: 10.1021/ol201122f

 

  1. Bhat, V.; Allan, K. M.; Rawal, V. H. Total Synthesis of N-Methylwelwitindolinone D Isonitrile. J. Am. Chem. Soc. 2011, 133, 5798–5801. PMID: 21446729. DOI: 10.1021/ja201834u

 

 

  1. Jewett, J. C.; Rawal, V. H. Temporary Restraints to Overcome Steric Obstacles: An Efficient Strategy for the Synthesis of Mycalamide B. Angew. Chem., Int. Ed. 2010, 49, 8682–8685. PMID: 20931583. DOI: 10.1002/anie.201003361

 

  1. Konishi, H.; Lam, T. Y.; Malerich, J. P.; Rawal, V. H. Enantioselective Alpha-Amination of 1,3-Dicarbonyl Compounds Using Squaramide Derivatives as Hydrogen Bonding Catalysts. Org. Lett. 2010, 12, 2028–2031. PMID: 20359172. DOI: 10.1021/ol1005104

 

  1. Qian, Y.; Ma, G. Y.; Lv, A. F.; Zhu, H. L.; Zhao, J.; Rawal, V. H. Squaramide-Catalyzed Enantioselective Friedel-Crafts Reaction of Indoles with Imines. Chem. Commun. 2010, 46, 3004–3006. PMID: 20386849. DOI: 10.1039/b922120d

 

 

  1. Gondi, V. B.; Hagihara, K.; Rawal, V. H. Diastereoselective and Enantioselective Mukaiyama Aldol Reactions of Alpha-Ketoesters Using Hydrogen Bond Catalysis. Chem. Commun. 2010, 46, 904–906. PMID: 20107645. DOI: 10.1039/b919929b

 

 

  1. Zhu, Y.; Malerich, J. P.; Rawal, V. H. Squaramide-Catalyzed Enantioselective Michael Addition of Diphenyl Phosphite to Nitroalkenes. Angew. Chem., Int. Ed. 2010, 49, 153–156. PMID: 19950156. DOI: 10.1002/anie.200904779

 

 

  1. Okamoto, K.; Hayashi, T.; Rawal, V. H. Electronic and Steric Tuning of Chiral Diene Ligands for Rhodium-Catalyzed Asymmetric Arylation of Imines. Chem. Commun. 2009, 4815–4817. PMID: 19652790. DOI: 10.1039/b904624k

 

 

  1. Gondi, V. B.; Hagihara, K.; Rawal, V. H. Diastereoselective and Enantioselective Synthesis of Tertiary α-Hydroxyphosphonates via Hydrogen Bond Catalysis. Angew. Chem., Int. Ed. 2009, 47, 776–779. PMID: 19097127. DOI: 10.1002/anie.200804244

 

 

  1. Okamoto, K.; Hayashi, T.; Rawal, V. H. Simple Chiral Diene Ligands Provide High Enantioselectivities in Transition-Metal-Catalyzed Conjugate Addition Reactions. Org. Lett. 2008, 10, 4387–4389. PMID: 18771267. DOI: 10.1021/ol801931v

 

 

  1. Kagawa, N.; Malerich, J. P.; Rawal, V. H. “Palladium-Catalyzed beta-Allylation of 2,3-Disubstituted Indoles,” Org. Lett. 2008, 10, 2381–2384. PMID: 18491859. DOI: 10.1021/ol8006277

 

 

  1. Malerich, J. P.; Hagihara, K.; Rawal, V. H. Chiral Squaramide Derivatives are Excellent Hydrogen Bond Donor Catalysts. J. Am. Chem. Soc. 2008, 130, 14416–14417. PMID: 18847268. DOI: 10.1021/ja805693p

 

 

  1. Hayashida, J.; Rawal, V. H. “Total Synthesis of (+/-)-Platencin,” Angew. Chem., Int. Ed. 2008, 47, 4373–4376. PMID: 18454442. DOI: 10.1002/anie.200800756

 

 

  1. Hutson, G. E.; Davé, A. H.; Rawal, V. H. Highly Enantioselective Carbonyl-Ene Reactions Catalyzed by a Hindered Silyl-Salen-Cobalt Complex. Lett. 2007, 9, 3869–3872. PMID: 17764186. DOI: 10.1021/ol071342d

 

 

  1. Thadani, A. N.; Huang, Y.; Rawal, V. H. Expedient, High-Yielding Synthesis of Silyl-Substituted Salen Ligands. Lett. 2007, 9, 3873–3876. PMID: 17764187. DOI: 10.1021/ol0713436

 

 

  1. Jewett, J. C.; Rawal, V. H. Total Synthesis of Pederin. Chem., Int. Ed. 2007, 46, 6502–6504. PMID: 17645272. DOI: 10.1002/anie.200701677

 

 

  1. Zhong, H. M.; Sohn, J. H.; Rawal, V. H. Studies Toward the Asymmetric Synthesis of the Right Part of the Mycalamides. Org. Chem. 2007, 72, 386–397. PMID: 17221953. DOI: 10.1021/jo0615145

 

 

  1. Iwama T.; Rawal V. H. Palladium-Catalyzed Regiocontrolled alpha-Arylation of Trimethylsilyl Enol Ethers with Aryl Halides. Lett. 2006, 8, 5725–5728. PMID: 17134257. DOI: 10.1021/ol062093g

 

 

  1. Johnson, P. D.; Sohn, J. H.; Rawal, V. H. Synthesis of C-15 Vindoline Analogues by Palladium-Catalyzed Cross-Coupling Reactions. Org. Chem. 2006, 71, 7899–7902. PMID: 16995709. DOI: 10.1021/jo061243y

 

 

  1. McGilvra, J. D.; Unni, A. K.; Modi, K.; Rawal, V. H. Highly Diastereo- and Enantioselective Mukaiyama Aldol Reactions Catalyzed by Hydrogen Bonding. Chem., Int. Ed. 2006, 45, 6130–6133. PMID: 16906613. DOI: 10.1002/anie.200601638

 

 

  1. Huang, Q.; Rawal, V. H. Total Synthesis of (±)-Bipinnatin J. Org. Lett. 2006, 8, 543–545. PMID: 16435880. DOI: 10.1021/ol053054s

 

  1. Gondi, V. B.; Gravel, M.; Rawal, V. H. Hydrogen Bond Catalyzed Enantioselective Vinylogous Mukaiyama Aldol Reaction. Lett. 2005, 7, 5657–5660. PMID: 1632101. DOI: 10.1021/oI052301p

 

 

  1. Smith, N. D.; Hayashida, J.; Rawal, V. H. Facile Synthesis of the Indeno-Tetrahydropyridine Core of Haouamine A. Lett. 2005, 7, 4309–4312. PMID: 16178520. DOI: 10.1021/ol0512740

 

 

  1. MacKay, J. A.; Bishop, R. L.; Rawal, V. H. Rapid Synthesis of the N-Methylwelwitindolinone Skeleton. Lett. 2005, 7, 3421–3424. PMID: 16048307. DOI: 10.1021/ol051043t

 

 

  1. Sohn, J.-H.; Waizumi, N.; Zhong, H. M.; Rawal, V. H. Total Synthesis of Mycalamide A. Am. Chem. Soc. 2005, 127, 7290–7291. PMID: 15898759. DOI: 10.1021/ja050728l

 

  1. Unni, A.K.; Takenaka, N.; Yamamoto, H.; Rawal, V. H. Axially Chiral Biaryl Diols Catalyze Highly Enantioselective Hetero-Diels-Alder Reactions Through Hydrogen Bonding. Am. Chem. Soc. 2005, 127, 1336–1337. PMID: 15686341. DOI: 10.1021/ja044076x

 

 

  1. McGilvra, J. D.; Rawal, V. H. Carbon-Substituted Co(III) Salens as Effective Catalysts for Enantioselective Diels–Alder Reactions. Synlett 2004, 2440–2442. DOI: 10.1055/s-2004-834799

 

 

  1. Thadani, A. N.; Stankovic, A. R.; Rawal, V. H. Enantioselective Diels–Alder Reactions Catalyzed by Hydrogen Bonding. Natl. Acad. Sci. 2004, 101, 5846–5850. PMID: 15069185. DOI: 10.1073/pnas.0308545101

 

 

  1. Santos, L. S.; Pilli, R. A.; Rawal, V. H. Enantioselective Total Syntheses of (+)-Arborescidine A, (-)-Arborescidine B, and (-)-Arborescidine C. Org. Chem. 2004, 69, 1283–1289. PMID: 14961682. DOI: 10.1021/jo035165f

 

 

  1. Waizumi, N.; Stankovic, A. R.; Rawal, V. H. A General Strategy to Elisabethane Diterpenes: Stereocontrolled Synthesis of Elisapterosin B via Oxidative Cyclization of an Elisabethin Precursor. Am. Chem. Soc. 2003, 125, 13022–13023. PMID: 14570464. DOI: 10.1021/ja035898h

 

 

  1. Zhu, X. D.; Lambertino, A. T.; Houghton, T. J.; McGilvra, J. D.; Xu, C.; Rawal, V. H.; Leff, A. R. Structural Determinants of Blockade of Eosinophil Activation, Adhesion, and Secretion by Synthetic Analogs of Phomactin. Life Sciences 2003, 73, 3005–3016. PMID: 14519449. DOI: 10.1016/j.lfs.2003.06.001

 

 

  1. Huang, Y.; Unni, A. K.; Thadani, A. N.; Rawal, V. H. Hydrogen bonding: Single Enantiomers From a Chiral-Alcohol Catalyst. Nature, 2003, 424, 146. PMID: 12853945. DOI: 10.1038/424146a

 

  1. Thadani, A. N.; Rawal, V. H. Stereospecific Synthesis of Highly Substituted Skipped Dienes Through Multifunctional Palladium Catalysis. Lett. 2002, 4, 4317–4320. PMID: 12443087. DOI: 10.1021/ol0269594

 

 

  1. Thadani, A. N.; Rawal, V. H. Multifunctional Palladium Catalysis. 2. Tandem Haloallylation Followed by Wacker-Tsuji Oxidation or Sonogashira Cross-Coupling. Lett. 2002, 4, 4321-4323. PMID: 12443088. DOI: 10.1021/ol0269603

 

 

  1. Takenaka, N.; Huang, Y.; Rawal, V. H. The First Catalytic Enantioselective Diels–Alder Reactions of 1,2-Dihydropyridine: Efficient Syntheses of Optically Active 2-Azabicyclo[2.2.2]Octanes with Chiral BINAM Derived Cr(III) Salen Complexes. Tetrahedron 2002, 58, 8299–8305. DOI: 1016/S0040-4020(02)00980-8

 

 

  1. Huang, Y.; Rawal, V. H. Hydrogen-Bond-Promoted Hetero-Diels–Alder Reactions of Unactivated Ketones. Am. Chem. Soc. 2002, 124, 9662–9663. PMID: 12175197. DOI: 10.1021/ja0267627

 

 

  1. Reddy, T. J.; Iwama, T.; Halpern, H. J.; Rawal, V. H. General Synthesis of Persistent Trityl Radicals for EPR Imaging of Biological Systems. Org. Chem. 2002, 67, 4635–4639. PMID: 12098269. DOI: 10.1021/jo011068f

 

 

  1. Huang, Y.; Iwama, T.; Rawal, V. H. Design and Development of Highly Effective Lewis Acid Catalysts for Enantioselective Diels–Alder Reactions. Am. Chem. Soc. 2002, 122, 5950–5951. PMID: 12022822. DOI: 10.1021/ja026088t

 

  1. Kozmin, S. A.; Iwama, T.; Huang, Y.; Rawal, V. H. An Efficient Approach to Aspidosperma Alkaloids via [4+2] Cycloadditions of Aminosiloxydienes: Stereocontrolled Total Synthesis of (+/-)-Tabersonine. Gram-scale Catalytic Asymmetric Syntheses of (+)-Tabersonine and (+)-16-Methoxytabersonine. Asymmetric Syntheses of (+)-Aspidospermidine and (-)-Quebrachamine. Am. Chem. Soc. 2002, 124, 4628–4641. PMID: 11971711. DOI: 10.1021/ja017863s

 

 

  1. Huang, Y.; Iwama, T.; Rawal, V. H. Broadly Effective Enantioselective Diels–Alder Reactions of 1-Amino-Substituted-1,3-Butadienes. Lett. 2002, 4, 1163–1166. PMID: 11922808. DOI: 10.1021/ol0255716

 

 

  1. Houghton, T. J.; Choi, S.; Rawal, V. H. Efficient Assembly of the Phomactin Core via Two Different Macrocyclization Protocols. Lett. 2001, 3, 3615–3617. PMID: 11700095. DOI: 10.1021/ol0163833

 

 

  1. Janey, J. M.; Iwama, T.; Kozmin, S. A.; Rawal, V. H. Racemic and Asymmetric Diels–Alder Reactions of 1-(2-Oxazolidinon-3-yl)-3-Siloxy-1,3-Butadienes. Org. Chem. 2000, 65, 9059–9068. PMID: 11149852. DOI: 10.1021/jo005619y

 

 

  1. Huang, Y.; Rawal, V. H. Hetero Diels–Alder Reactions of 1-Amino-3-Siloxy-1,3-Butadienes Under Strictly Thermal Conditions. Lett. 2000, 2, 3321–3323. PMID: 11029200. DOI: 10.1021/ol006404d

 

 

  1. Reddy, T. J.; Rawal, V. H. Expeditious Syntheses of (+/-)-5-Oxosilphiperfol-6-ene and (+/-)-Silphiperfol-6-ene. Lett. 2000, 2, 2711–2712. PMID: 10990434. DOI: 10.1021/ol006292q

 

 

  1. Huang, Y.; Iwama, T.; Rawal, V. H. Highly Enantioselective Diels–Alder Reactions of 1-Amino-3-Siloxy-Dienes Catalyzed by Cr(III)-Salen Complexes. Am. Chem. Soc. 2000, 122, 7843–7844. DOI:10.1021/ja002058j

 

 

  1. He, S. W.; Kozmin, S. A.; Rawal, V. H. Highly Diastereoselective Asymmetric Thio-Claisen Rearrangements. J. Am. Chem. Soc. 2000, 122, 190–191. DOI: 10.1021/ja992959w

 

  1. Dorr, H.; Rawal, V. H. The Intramolecular Diels–Alder Reactions of Photochemically Generated Trans-Cycloalkenones. J. Am. Chem. Soc. 1999, 121, 10229–10230. DOI: 10.1021/ja992287+

 

  1. Hennings, D. D.; Iwama, T.; Rawal, V. H. Palladium-Catalyzed (Ullmann-Type) Homocoupling of Aryl Halides: A Convenient and General Synthesis of Symmetrical Biaryls via Inter- and Intramolecular Coupling Reactions. Org. Lett. 1999, 1, 1205–1208. DOI: 10.1021/ol990872+

 

 

  1. Kozmin, S. A.; Rawal, V. H. Chiral Amino Siloxy Dienes In the Diels–Alder Reaction: Applications to the Asymmetric Synthesis of 4-Substituted and 4,5-Disubstituted Cyclohexenones and the Total Synthesis of (-)-Alpha-Elemene. J. Am. Chem. Soc. 1999, 121, 9562–9573. DOI: 10.1021/ja9921930

 

 

  1. Kozmin, S. A.; Green, M. T.; Rawal, V. H. On the Reactivity of 1-Amino-3-Siloxy-1,3-Dienes: Kinetics Investigation and Theoretical Interpretation. Org. Chem. 1999, 64, 8045–8047. DOI: 10.1021/jo990923g

 

 

  1. Iwama, T.; Birman, V. B.; Kozmin, S. A.; Rawal, V. H. Regiocontrolled Synthesis of Carbocycle-Fused Indoles via Arylation of Silyl Enol Ethers with O-Nitrophenylphenyliodonium Fluoride. J. Org. Lett. 1999, 1, 673–676. PMID: 10823199. DOI: 10.1021/ol990759j

 

 

  1. Kozmin, S. A.; Janey, J. M.; Rawal, V. H. 1-Amino-3-Siloxy-1,3-Butadienes: Highly Reactive Dienes for the Diels–Alder Reaction. Org. Chem. 1999, 64, 3039–3052. PMID: 11674400. DOI: 10.1021/jo981563k

 

 

  1. Kozmin, S. A.; Rawal, V. H. A General Strategy to Aspidosperma Alkaloids: Efficient, Stereocontrolled Synthesis of Tabersonine. Am. Chem. Soc. 1998, 120, 13523–13524. PMID: 11971711 DOI: 10.1021/Ja983198K

 

 

  1. Birman, V. B.; Rawal, V. H. A General, Stereocontrolled Route to the Geissoschizine Family of Alkaloids. Concise Synthesis of the Apogeissoschizine Skeleton. Org. Chem. 1998, 63, 9146–9147. DOI: 10.1021/jo981415u

 

 

  1. Krishnamurthy, V.; Rawal, V. H. Novel Routes to Angular and Linear Triquinanes via Radical Induced Epoxide Fragmentation-H-Abstraction-Cyclization Cascades. Braz. Chem. Soc. 1998, 9, 341–344. DOI: 10.1590/S0103-50531998000400006

 

 

  1. Yotsu-Yamashita, M.; Yasumoto, T.; Rawal, V. H. Synthesis and Confirmation of the Structures of Polonicumtoxins A, B and C. Heterocycles 1998, 48, 79–93. DOI: 10.1002/chin.199823238

 

 

  1. Birman, V. B.; Rawal, V. H. A Novel Route to the Geissoschizine Skeleton: The Influence of Ligands on the Diastereoselectivity of the Heck Cyclization. Tetrahedron Lett. 1998, 39, 7219–7222DOI: 10.1590/S0103-50531998000400006

 

 

  1. Dvorak, C. A.; Dufour, C.; Iwasa, S.; Rawal, V. H. Rapid Synthesis of Di- and Triquinanes by Direct Reductive Fragmentation of Paterno-Buchi-Derived Oxetanes. Org. Chem. 1998, 63, 5302–5303. DOI: 10.1021/jo980814m

 

 

  1. Dvorak, C. A.; Rawal, V. H. Catalysis of Benzoin Condensation by Conformationally-Restricted Chiral Bicyclic Thiazolium Salts. Tetrahedron Lett. 1998, 39, 2925–2928. DOI: 10.1002/chin.199831031

 

 

  1. Dvorak, C. A.; Rawal, V. H. Synthesis of the Naturally Occurring [3.3.3]Propellane (+/-)-Modhephene Featuring a Photocycloaddition Reductive Fragmentation Diquinane Construction. Commun. 1997, 2381–2382 DOI: 10.1039/A704260D

 

  1. Kozmin, S. A.; Rawal, V. H. Preparation and Diels–Alder Reactivity of 1-Amino-3-Siloxy-1,3-Butadienes. J. Org. Chem. 1997, 62, 5252–5253. DOI: 10.1002/chin.199752051

 

 

  1. Kozmin, S. A.; Rawal, V. H. Asymmetric Diels-Alder Reactions of Chiral 1-Amino-3-Siloxy-1,3-Butadiene: Application to the Enantioselective Synthesis of (-)-Alpha-Elemene. Am. Chem. Soc. 1997, 119, 7165–7166 DOI: 10.1002/chin.199748100

 

 

  1. Krishnamurthy, V.; Rawal, V. H. Kinetics of the Oxiranylcarbinyl Radical Rearrangement. Org. Chem. 1997, 62, 1572–1573. DOI: 10.1021/jo962054q

 

 

  1. Chambournier, G.; Krishnamurthy, V.; Rawal, V. H. Radical Induced Cyclopropane Fragmentation–H-Abstraction–Cyclization Cascade: Synthesis of Carbocyclic Systems Containing Bridgehead Methyl Groups. Tetrahedron Lett. 1997, 38, 6313–6316. DOI: 10.1002/chin.199749134

 

 

  1. Hennings, D. D.; Iwasa, S.; Rawal, V. H. Anion-Accelerated Palladium-Mediated Intramolecular Cyclizations: Synthesis of Benzofurans, Indoles, and a Benzopyran. Tetrahedron Lett. 1997, 38, 6379–6382. DOI: 10.1002/chin.199749054

 

 

  1. Hennings, D. D.; Iwasa, S.; Rawal, V. H. Anion-Accelerated Palladium-Catalyzed Intramolecular Coupling of Phenols with Aryl Halides. J. Org. Chem. 1997, 62, 2–3. PMID: 11671356 DOI: 10.1021/jo961876k

 

 

  1. Dufour, C.; Iwasa, S.; Fabré, A.; Rawal, V. H. Unexpected Fragmentations Leading to Quinanes and Hydrindanes Mediated by a Silyl Radical. Tetrahedron Lett. 1996, 37, 7867–7870. DOI: 10.1002/chin.199706080

 

 

  1. Rawal, V. H.; Eschbach, A.; Dufour, C.; Iwasa, S. Photocyclization-Fragmentation Route to Di- and Triquinanes: Stereocontrolled Asymmetric Synthesis of (-)-Isocomene. Pure Appl. Chem. 1996, 68, 675–678. DOI: 10.1351/pac199668030675

 

  1. Rawal, V. H.; Fabré, A.; Iwasa, S. Photocyclization-Fragmentation Route to Linear Triquinanes: Stereocontrolled Synthesis of (+/-)-Endo-Hirsutene. Tetrahedron Lett. 1995, 36, 6851–6854. DOI: 10.1002/chin.199601212

 

 

  1. Rawal, V. H.; Dufour, C.; Iwasa, S. Photocycloaddition-Fragmentation Route to Quinanes: Alternate Fragmentation Pathways. Tetrahedron Lett. 1995, 36, 19–22. DOI: 10.1002/chin.199520086

 

 

  1. Rawal, V. H.; Dufour, C.; Eschbach, A. Stereocontrolled Synthesis of Isocomene by a Novel Photocycloaddition-Fragmentation Strategy. Chem. Soc., Chem. Commun. 1994, 1797–1798. DOI: 10.1039/C39940001797

 

  1. Rawal, V. H.; Florjancic, A. S.; Singh, S. P. A New Strategy for the Synthesis of Axially Chiral Biaryl Compounds. Tetrahedron Lett. 1994, 35, 8985–8988. DOI: 10.1016/0040-4039(94)88406-4

 

  1. Rawal, V. H.; Zhong, H. M. One-Step Conversion of Esters to Acyl Azides Using Diethylaluminum Azide. Tetrahedron Lett. 1994, 35, 4947–4950. DOI:10.1016/S0040-4039(00)73289-8

 

 

  1. Rawal, V. H.; Iwasa, S. A Short, Stereocontrolled Synthesis of Strychnine. J. Org. Chem. 1994, 59, 2685–2686. DOI: 10.1021/jo00089a008

 

 

  1. Rawal, V. H.; Dufour, C. A General Strategy for Increasing Molecular Complexity: Photocycloaddition Fragmentation Route to Functionalized Diquinanes and Triquinanes. J. Am Chem. Soc. 1994, 116, 2613–2614 DOI: 10.1021/ja00085a049

 

 

  1. Rawal, V. H.; Zhong, H. M. Radical-Induced Epoxide Fragmentation Chemistry. 5. Formation of Medium-Sized Rings via Beta-Scission of Alkoxy Radicals. Tetrahedron Lett. 1993, 34, 5197–5200. DOI: 10.1016/S0040-4039(00)73951-7
  2.  

    1. Rawal, V. H.; Krishnamurthy, V.; Fabré, A. Radical-Induced Epoxide Fragmentation Chemistry. n-Bu3Sn Radical Catalyzed Isomerization of Epoxyketones to Carbocycles. Tetrahedron Lett. 1993, 34, 2899–2902. DOI: 10.1002/chin.199332152

     

    1. Rawal, V. H.; Michoud, C.; Monestel, R. F. General Strategy for the Stereocontrolled Synthesis of Strychnos Alkaloids: A Concise Synthesis of (+/-)-Dehydrotubifoline. J. Am Chem. Soc. 1993, 115, 3030–3031. DOI: 10.1021/ja00060a083

    1. Rawal, V. H.; Michoud, C. An Unexpected Heck Reaction. Inversion of Olefin Geometry Facilitated by the Apparent Intramolecular Carbamate Chelation of the Sigma-Palladium Intermediate. J. Org. Chem. 1993, 58, 5583–5584. DOI: 10.1021/jo00073a006

     

    1. Fitzgerald, L. J.; Gerkin, R. E.; Wei, G. P.; Rawal, V. H. Structure of Diphenanthro[1,2-b2’,1’-d]-Furan at 191K. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1993, C49, 1949–1952. PMID: 8280433. DOI: 10.1107/S0108270193003609

     

     

    1. Rawal, V. H.; Singh, S. P.; Dufour, C.; Michoud, C. Scope of Alkoxymethyl Radical Cyclizations. J. Org. Chem. 1993, 58, 7718–7727. DOI: 10.1021/jo00079a016

     

     

    1. Rawal, V. H.; Iwasa, S. Radical-Induced Epoxide Fragmentation Chemistry. Atom Transfer Cyclization of Iodoepoxides to Cyclopentanols. Tetrahedron Lett. 1992, 33, 4687–4690. DOI: 10.1002/chin.199252088

     

     

    1. Rawal, V. H.; Krishnamurthy, V. Phenylthio Radical Catalyzed Rearrangement of Acetoxyalkenyl Epoxides to Acetoxyalkenyl Cyclopentanols. Tetrahedron Lett. 1992, 33, 3439–3442. DOI: 1016/S0040-4039(00)92657-1

     

     

    1. Fitzgerald, L. J.; Gallucci, J. C.; Gerkin, R. E.; Rawal, V. H. Structure of 4-Dibenzofurancarboxaldehyde, C13H8O2. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1991, C47, 2134–2137. PMID: 1804222. DOI: 10.1107/S0108270191003384

    14. Rawal, V. H.; Singh, S. P.; Dufour, C.; Michoud, C. Cyclization of Alkoxymethyl Radicals. J. Org. Chem. 1991, 56, 5245–5247. DOI: 10.1021/jo00018a005

    1. Rawal, V. H.; Michoud, C. A General-Solution to the Synthesis of 2-Azabicyclo[3.3.1]nonane Unit of Strychnos Alkaloids. Tetrahedron Lett. 1991, 32, 1695–1698. DOI:10.1016/S0040-4039(00)74306-1

     

     

    1. Rawal, V. H.; Newton, R. C.; Krishnamurthy, V. Synthesis of Carbocyclic Systems via Radical-Induced Epoxide Fragmentation. J. Org. Chem. 1990, 55, 5181–5183. DOI: 10.1021/jo00305a001

     

    1. Rawal, V. H.; Jones, R. J.; Cava, M. P. Review of Synthetic Studies Toward CC-1065, PDE-I, and PDE-II. Heterocycles 1987, 25, 701–728. DOI: 10.3987/S-1987-01-0701
       

      1. Rawal, V. H.; Jones, R. J.; Cava, M. P. Photocyclization Strategy for the Synthesis of Antitumor Agent CC-1065: Synthesis of Dideoxy PDE-I and PDE-II; Synthesis of Thiophene and Furan Analogs of Dideoxy PDE-I and PDE-II. J. Org. Chem. 1987, 52, 19–28. DOI: 10.1021/jo00377a004

       

       

      1. Rawal, V. H.; Cava, M. P. Photocyclization Strategy for the Synthesis of Antitumor Agent CC-1065: Synthesis of the B-Unit and C-Unit Fragments. J. Am Chem. Soc. 1986, 108, 2110–2112. DOI: 10.1021/ja00268a073

       

      1. Rawal, V. H.; Cava, M. P. Thermolytic Removal of tert-Butyloxycarbonyl (BOC) Protecting Group on Indoles and Pyrroles. Tetrahedron Lett. 1985, 26, 6141–6142. DOI: 1016/S0040-4039(00)95036-6
         

        1. Rawal, V. H.; Rao, J. A.; Cava, M. P. A Convenient Synthesis of tert-Butyldimethylsilyl Protected Cyanohydrins. Tetrahedron Lett. 1985, 26, 4275–4278. DOI: 1016/S0040-4039(00)98711-2.
           

          1. Rawal, V. H.; Jones, R. J.; Cava, M. P. Palladium Mediated Dehydrogenation In the Photochemical Cyclization of Heterocyclic-Analogs of Stilbene. Tetrahedron Lett. 1985, 26, 2423–2426. DOI: 1016/S0040-4039(00)94843-3.
             

            1. Rawal, V. H.; Akiba, M.; Cava, M. P. Alpha-Methoxythioanisole. Further Uses as an Umpolung Reagent. Chem. Soc., Chem. Commun. 1984, 14, 1129–1139. DOI: 10.1080/00397918408059645.
               

              1. Rawal, V. H.; Cava, M. P. Photocyclization of Pyrrole Analogs of Stilbene: An Expedient Approach to Antitumour Agent CC-1065. Chem. Soc., Chem. Commun. 1984, 1526–1527. DOI: 10.1039/C39840001526.
                 

                1. Rawal, V. H.; Cava, M. P. Synthesis of Scillascillin, A Naturally-Occurring Benzocyclobutene. Tetrahedron Lett. 1983, 24, 5581–5584. DOI: 10.1016/S0040-4039(00)94146-7

                 

                 

                1. Epling, G. A.; Black, C.; Rawal, V. Photochemistry In Micelles As A Model for the Invivo Photo-Toxicity of Chlorpromazine. Chem. Soc., Perkin Trans. 2 1983, 1313–1316. DOI: 10.1039/P29830001313.
                   

                  1. Adesomoju, A. A.; Rawal, V. H.; Lakshmikantham, M. V.; Cava, M. P. Cimilophytine, A New Bisindole Alkaloid from Haplophyton-cimicidum (Apocynaceae). J. Org. Chem. 1983, 48, 3015–3017. DOI: 10.1021/jo00166a015

                   

                   

                  OTHER PUBLICATIONS
                   

                  1. Türkmen, Y. E.; Zhu, Y.; Rawal, V. H. “Non-covalent Activations: Brønsted Acids,” In Enantioselective Organocatalysis, Dalko, P. I., Ed. Wiley–VCH: Weinheim, 10, 2013.
                  2.  

                    1. Rawal, V. H.; Huang, Y.; Unni, A. K.; Thadani, A. N. Methods of performing cycloadditions, reaction mixtures, and methods of performing asymmetric catalytic reactions. USA Patent. 2003-629537. 7230125, 20030728, 2007.
                    1. Rawal, V. H.; Thadani, A. N., Enantioselective cycloaddition reactions catalyzed by hydrogen bonding. Asymmetric Synthesis 2007, 136–140.
                    2.  

                      1. McGilvra, J. D.; Gondi, V. B.; Rawal, V. H., “Asymmetric Proton Catalysis,” In Enantioselective organocatalysis, Dalko, P. I., Ed. Wiley–VCH: Weinheim, 2007; pp 345–678.
                      2.  

                        1. Kozmin, S. A.; He, S.; Rawal, V. H. “[4+2] Cycloaddition of 1-dimethylaminio-3-tert-butyldimethyl-siloxy-1,3-butadiene with methyl acrylate: 4-hydroxymethyl-2-cyclohexen-1-one,” Organic Syntheses 2000, 78, 160–168.
                        2.  

                          1. Kozmin, S. A.; He, S.; Rawal, V. H. “Preparation of (E)-1-dimethylaminio-3-tert-butyldimethylsiloxy-1,3-butadiene,” Organic Syntheses 2000, 78, 152–159.
                          2.  

                            1. Michoud, C.; Iwasa, S.; Rawal, V. H. “General Strategy for the Stereocontrolled Synthesis of Strychnos Alkaloids,” in New Horizons in Organic Synthesis; Nair, V., Kumar, S., Eds.; New Age Int’l. 1997.
                            2.  

                              1. Rawal, V. H.; Florjancic, A. S.; Fabré, A. “Alumina,” Encyclopedia of Reagents for Organic Synthesis, Wiley: New York, 1995, vol. 1,141–144.
                                 

                                1. Zhong, H. M.; Rawal, V. H. “1,3-Pentadiene,” Encyclopedia of Reagents for Organic Synthesis, Wiley: New York, 1995, vol. 6, 3916–3919.
                                2.  

                                  1. Johnson, C. R.; Dufour, C.; Rawal, V. H. “S,S-Dimethyl-N-(p-toluenesulfonyl)sulfoximine,” Encyclopedia of Reagents for Organic Synthesis, Wiley: New York, 1995, vol. 3, 2180–2181.
                                  2.  

                                    1. Singh, S. P.; Krishnamurthy, V.; Rawal, V. H. “Dichlorobis(triphenylphosphine)platinum(II)-Tin(II)Chloride,” Encyclopedia of Reagents for Organic Synthesis, Wiley: New York, 1995, vol. 3, 1684–1685.
                                    2.  

                                      1. Michoud, C.; Rawal, V. H. “(Maleic anhydride)bis(triphenylphosphine)palladium,” Encyclopedia of Reagents for Organic Synthesis, Wiley: New York, 1995, vol. 5, 3210–3211.
                                      2.  

                                        1. Monestel, R. M.; Rawal, V. H. “Bis(Diethylaluminum) sulfate,” Encyclopedia of Reagents for Organic Synthesis, Wiley: New York, 1995, vol. 1, 488–489.
                                        2.  

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