Literature DB >> 24070158

Organocatalytic activation of alkylacetic esters as enolate precursors to react with α,β-unsaturated imines.

Lin Hao1, Shaojin Chen, Jianfeng Xu, Bhoopendra Tiwari, Zhenqian Fu, Tong Li, Jieyan Lim, Yonggui Robin Chi.   

Abstract

Asymmetric functionalization of alkylacetic esters and their derivatives is traditionally achieved via preformed enolates with chiral auxiliaries. Catalytic versions of such transformations are attractive but challenging. A direct catalytic activation of simple alkylacetic esters via N-heterocyclic carbene organocatalysts to generate chiral enolate intermediates for highly enantioselective reactions is reported.

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Year:  2013        PMID: 24070158     DOI: 10.1021/ol4021805

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


  2 in total

1.  Stereo- and Chemodivergent NHC-Promoted Functionalisation of Arylalkylketenes with Chloral.

Authors:  James J Douglas; Gwydion Churchill; Alexandra M Z Slawin; David J Fox; Andrew D Smith
Journal:  Chemistry       Date:  2015-09-25       Impact factor: 5.236

2.  N-Heterocyclic carbene catalysed redox isomerisation of esters to functionalised benzaldehydes.

Authors:  Lisa Candish; Alison Levens; David W Lupton
Journal:  Chem Sci       Date:  2015-01-26       Impact factor: 9.825

  2 in total

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