High diastereofacial selectivity in the reaction of silyl enol ethers with chlorosulfides

J Iqbal, A Shukla

Index: Iqbal, Javed; Shukla, Alka Tetrahedron, 1991 , vol. 47, # 41 p. 8753 - 8766

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Citation Number: 8

Abstract

Download full text in PDF Opens in a new window. Article suggestions will be shown in a dialog on return to ScienceDirect. ... Please enable JavaScript to use all the features on this page. ... The chlorosulfides 1 or 2 react with silyl enol ethers in presence of anhydrous zinc bromide to give mainly the corresponding syn products 4 or 6 respectively. The high syn selectivity of these reaction is explained by nucleophilic addition to a Chelated Chiral thioniun ion.