Literature DB >> 12556167

Synthesis of highly substituted cyclopentenones via the [4 + 1] cycloaddition of nucleophilic carbenes and vinyl ketenes.

James H Rigby1, Zhengqiang Wang.   

Abstract

[reaction: see text] Vinyl ketenes have been shown to undergo [4 + 1] cycloaddition with a variety of nucleophilic carbenes to deliver highly substituted cyclopentenones as products.

Entities:  

Year:  2003        PMID： 12556167     DOI： 10.1021/ol0272141

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


  5 in total

1.  Reactions of (trialkylsilyl)vinylketenes with lithium ynolates: a new benzannulation strategy.

Authors:  Wesley F Austin; Yongjun Zhang; Rick L Danheiser
Journal:  Org Lett       Date:  2005-09-01       Impact factor: 6.005

2.  Cascade bicyclizations of o-alkynyl aldehydes with thiazolium salts: a new access toward poly-functionalized indeno[2,1-b]pyrroles.

Authors:  Peng Zhou; Wen-Juan Hao; Jin-Peng Zhang; Bo Jiang; Guigen Li; Shu-Jiang Tu
Journal:  Chem Commun (Camb)       Date:  2015-08-21       Impact factor: 6.222

3.  Stereoselective synthesis of highly substituted cyclopentenones through [4+1] annulations of trialkylsilyl vinyl ketenes with alpha-benzotriazolyl organolithium compounds.

Authors:  Christopher P Davie; Rick L Danheiser
Journal:  Angew Chem Int Ed Engl       Date:  2005-09-12       Impact factor: 15.336

4.  A benzannulation strategy for the synthesis of phenols and heteroaromatic compounds based on the reaction of (trialkylsilyl)vinylketenes with lithium ynolates.

Authors:  Wesley F Austin; Yongjun Zhang; Rick L Danheiser
Journal:  Tetrahedron       Date:  2008-01-28       Impact factor: 2.457

5.  An unusual stereoretentive 1,3-quaternary carbon shift resulting in an enantioselective RhII-catalyzed formal [4+1]-cycloaddition between diazo compounds and vinyl ketenes.

Authors:  Kevin X Rodriguez; Tara C Pilato; Brandon L Ashfeld
Journal:  Chem Sci       Date:  2018-02-19       Impact factor: 9.825
  5 in total

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