Literature DB >> 17715930

First enantioselective organocatalytic conjugate addition of aldehydes to vinyl phosphonates.

Sarah Sulzer-Mossé1, Matthieu Tissot, Alexandre Alexakis.   

Abstract

Chiral amines catalyze the enantioselective conjugate addition of aldehydes to vinyl phosphonates in high yields and with enantioselectivities up to 97% ee. This novel process provides synthetically useful chiral gamma-geminal phosphonate aldehydes which can be easily converted in a few steps into chiral beta-substituted vinyl phosphonates with conservation of the optical purity.

Entities:  

Mesh:

Substances:

Year:  2007        PMID: 17715930     DOI: 10.1021/ol7015498

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


  4 in total

1.  The Catalytic Asymmetric Intramolecular Stetter Reaction.

Authors:  Javier Read de Alaniz; Tomislav Rovis
Journal:  Synlett       Date:  2009-05       Impact factor: 2.454

2.  Catalytic asymmetric stetter reaction onto vinylphosphine oxides and vinylphosphonates.

Authors:  Steven C Cullen; Tomislav Rovis
Journal:  Org Lett       Date:  2008-06-13       Impact factor: 6.005

3.  Catalytic enantioselective conjugate additions with α,β-unsaturated sulfones.

Authors:  Hongming Li; Jun Song; Li Deng
Journal:  Tetrahedron       Date:  2009-04-18       Impact factor: 2.457

4.  Markovnikov-addition of H-phosphonates to terminal alkynes under metal- and solvent-free conditions.

Authors:  Nana Xin; Yongjian Lian; Yongzheng Lv; Yongjie Wang; Xian-Qiang Huang; Chang-Qiu Zhao
Journal:  RSC Adv       Date:  2021-07-19       Impact factor: 4.036

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.