Enantioselective oxidation of 1, 3-dithioacetals catalysed by cyclohexanone monooxygenase

S Colonna, N Gaggero, A Bertinotti, G Carrea…

Index: Colonna, Stefano; Gaggero, Nicoletta; Bertinotti, Anna; Carrea, Giacomo; Pasta, Piero; Bernardi, Antonella Journal of the Chemical Society, Chemical Communications, 1995 , # 11 p. 1123 - 1124

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Citation Number: 23

Abstract

1,3-Dithiane- 1 -oxide derivatives serve as chiral acyl anion equivalents for the enantioselective synthesis of a wide range of products. For example, 2-acyl-2-alkyl- 1,3-dithiane-l-oxides give highly diastereoselective enolate alkylations and amina- tions, Mannich reactions, organometallic additions, hetero- cyclic cycloadditions and so on. trans- 1,3-Dithianedioxide can be transformed into thioesters, which act as starting materials for the synthesis of esters, amines, ketones ...

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