Literature DB >> 20067266

Phosphine-mediated stereoselective reductive cyclopropanation of alpha-substituted allenoates with aromatic aldehydes.

Silong Xu1, Lili Zhou, Renqin Ma, Haibin Song, Zhengjie He.   

Abstract

A novel phosphine-mediated reductive cyclopropanation between alpha-substituted allenoates 2 and aldehydes 1 is described. It represents a new member of the allene-based annulations, which provides facile and efficient access to highly functionalized cyclopropanes 3 from simple and readily available starting materials. It also unveils an unprecedented reactivity pattern of allenoates with aldehydes.

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Year:  2010        PMID： 20067266     DOI： 10.1021/ol902747c

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


  4 in total

1.  Phosphine-catalyzed annulations of azomethine imines: allene-dependent [3 + 2], [3 + 3], [4 + 3], and [3 + 2 + 3] pathways.

Authors:  Risong Na; Chengfeng Jing; Qihai Xu; Hui Jiang; Xi Wu; Jiayan Shi; Jiangchun Zhong; Min Wang; Diego Benitez; Ekaterina Tkatchouk; William A Goddard; Hongchao Guo; Ohyun Kwon
Journal:  J Am Chem Soc       Date:  2011-08-03       Impact factor: 15.419

2.  Equilibrium between a vinylogous ylide and a phosphonium dienolate zwitterion: vinylogous Wittig olefination versus vinylogous aldol-type reaction.

Authors:  San N Khong; Yang S Tran; Ohyun Kwon
Journal:  Tetrahedron       Date:  2010-06       Impact factor: 2.457

Review 3.  Phosphine Organocatalysis.

Authors:  Hongchao Guo; Yi Chiao Fan; Zhanhu Sun; Yang Wu; Ohyun Kwon
Journal:  Chem Rev       Date:  2018-09-27       Impact factor: 60.622

4.  Phosphine-Catalyzed [3+2] and [4+3]Annulation Reactions of C,N-Cyclic Azomethine Imines with Allenoates.

Authors:  Chengfeng Jing; Risong Na; Bo Wang; Honglei Liu; Lei Zhang; Jun Liu; Min Wang; Jiangchun Zhong; Ohyun Kwon; Hongchao Guo
Journal:  Adv Synth Catal       Date:  2012-04-26       Impact factor: 5.837
  4 in total

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