Literature DB >> 15730304

Remote stereocontrol by sulfinyl groups: reduction of delta-ketosulfoxides.

José L García Ruano1, M Angeles Fernández-Ibáñez, M Carmen Maestro, M Mercedes Rodríguez-Fernández.   

Abstract

The reduction of delta-ketosulfoxides constitutes the first evidence of the efficiency of the sulfinyl group to control the stereoselectivity of 1,5-asymmetric induction processes. The use of DIBAL/Yb(OTf)3 or L-Selectride as the reducing agents provides delta-hydroxysulfoxides with the opposite configuration at the hydroxylic carbon in a highly stereoselective way.

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Year:  2005        PMID: 15730304     DOI: 10.1021/jo047999j

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

1.  A general and simple diastereoselective reduction by L-Selectride: efficient synthesis of protected (4S,5S)-dihydroxy amides.

Authors:  Bo Yin; Dong-Nai Ye; Kai-Hui Yu; Liang-Xian Liu
Journal:  Molecules       Date:  2010-04-16       Impact factor: 4.411

  1 in total

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