Literature DB >> 17253831

Asymmetric synthesis of beta-hydroxy sulfides controlled by remote sulfoxides.

Yolanda Arroyo1, J Félix Rodríguez, Mercedes Santos, M Ascensión Sanz Tejedor, José Luis García Ruano.   

Abstract

Reactions of (S)-alpha-(methylthio)-2-(p-tolylsulfinyl)benzyl carbanion with different carbonyl compounds proceeds with complete control of the configuration at the benzylic position. Aldehydes yield easily separable mixtures of beta-hydroxy sulfides, epimers at the hydroxylic carbon, where the stereoselectivity depends on steric factors (from 20% to >98% de).

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Year:  2007        PMID: 17253831     DOI: 10.1021/jo062053q

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


  1 in total

Review 1.  β-Hydroxy sulfides and their syntheses.

Authors:  Mokgethwa Bruce Marakalala; Edwin M Mmutlane; Henok H Kinfe
Journal:  Beilstein J Org Chem       Date:  2018-07-05       Impact factor: 2.883

  1 in total

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