Literature DB >> 21644531

Palladium-catalyzed insertion of CO2 into vinylaziridines: new route to 5-vinyloxazolidinones.

Francesco Fontana1, C Chun Chen, Varinder K Aggarwal.   

Abstract

2-Vinylaziridines undergo a mild Pd-catalyzed ring-opening cyclization reaction with an ambient atmosphere of carbon dioxide to give 5-vinyloxazolidinones. The process is high yielding as well as regio- and stereoselective.

Entities:  

Year:  2011        PMID： 21644531     DOI： 10.1021/ol201193d

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

1.  Intramolecular ring-opening from a CO2-derived nucleophile as the origin of selectivity for 5-substituted oxazolidinone from the (salen)Cr-catalyzed [aziridine + CO2] coupling.

Authors:  Debashis Adhikari; Aaron W Miller; Mu-Hyun Baik; SonBinh T Nguyen
Journal:  Chem Sci       Date:  2014-11-21       Impact factor: 9.825

2.  Phosphine-Promoted [4 + 3] Annulation of Allenoate with Aziridines for Synthesis of Tetrahydroazepines: Phosphine-Dependent [3 + 3] and [4 + 3] Pathways.

Authors:  Honglei Liu; Yan Lin; Yan Zhao; Miaoren Xiao; Leijie Zhou; Qijun Wang; Cheng Zhang; Dongqi Wang; Ohyun Kwon; Hongchao Guo
Journal:  RSC Adv       Date:  2019-01-09       Impact factor: 4.036

3.  Stereoselective Synthesis of Oxazolidin-2-Ones via an Asymmetric Aldol/Curtius Reaction: Concise Total Synthesis of (-)-Cytoxazone.

Authors:  Hosam Choi; Hanho Jang; Joohee Choi; Kiyoun Lee
Journal:  Molecules       Date:  2021-01-23       Impact factor: 4.411

Review 4.  Advances in Palladium-Catalyzed Carboxylation Reactions.

Authors:  Lucia Veltri; Roberta Amuso; Raffaella Mancuso; Bartolo Gabriele
Journal:  Molecules       Date:  2022-01-01       Impact factor: 4.411

5.  Ring expansion of vinylaziridines through the strain-release pericyclic reaction: recent developments and applications.

Authors:  Yu Mi Heo; Seung-Mann Paek
Journal:  Molecules       Date:  2013-08-12       Impact factor: 4.411
  5 in total

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