Tetrahedron letters

Chiral dithiolane sulphoxides: An efficient stereoselective synthesis of (R) and (S)-3-benzoyloxy-2-butanone

MT Barros, AJ Leitão, CD Maycock

Index: Barros; Barros, M. Teresa; Leitao; Leitao, Alcino J.; Maycock; Maycock, Christopher D. Tetrahedron Letters, 1995 , vol. 36, # 36 p. 6537 - 6540

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Citation Number: 12

Abstract

The effect of the addition of water on the asymmetric oxidation of an acyl dithiane and an acyl dithiolane has been studied. The use of enantiomerically pure dithiolane sulphoxides is demonstrated in a highly selective synthesis of (R)-3-benzoyloxy-2-butanone which depends upon a diastereoselective ketone reduction.