A General Method for the Synthesis of Both Enantiomers of Optically Pure β-Hydroxy Esters from (S)-(p-Chlorophenylsulfinyl) acetone Easily Obtainable by Kinetic …

T Fujisawa, A Fujimura, T Sato

Index: Fujitsawa, Tamotsu; Fujimura, Atsushi; Sato, Toshio Bulletin of the Chemical Society of Japan, 1988 , vol. 61, p. 1273 - 1280

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Citation Number: 21

Abstract

Both enantiomers of various optically pure (R)-and (S)-β-hydroxy esters were generally synthesized from (S)-(p-chlorophenylsulfinyl) acetone obtained by kinetic resolution with bakers' yeast, followed by γ-alkylation, diastereoselective reduction, subsequent introduction of ester group and reductive elimination of the sulfinyl group. The key step of the diastereoselective reduction of (S)-β-keto sulfoxides was performed with ...