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Asymmetric Synthesis of -Hydroxy Sulfides Controlled by Remote Sulfoxides
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Reactions of (S)-ges/gifchars/alpha.gif" BORDER=0>-(methylthio)-2-(p-tolylsulfinyl)benzyl carbanion with different carbonyl compounds proceeds withcomplete control of the configuration at the benzylic position.Aldehydes yield easily separable mixtures of ges/gifchars/beta2.gif" BORDER=0 ALIGN="middle">-hydroxysulfides, epimers at the hydroxylic carbon, where thestereoselectivity depends on steric factors (from 20% to>98% de).

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