Regiospecific conversion of alkenyl sulphides to α-sulphenylated carbonyl compounds by oxygenation in the presence of thiophenol

J Yoshida, S Nakatani, S Isoe

Index: Yoshida, Jun-ichi; Nakatani, Shogo; Isoe, Sachihiko Journal of the Chemical Society, Chemical Communications, 1988 , # 22 p. 1468 - 1470

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Abstract

Alkenyl sulphides are versatile synthetic intermediates. 1 One of their most important reactions is hydrolysis2 to the carbonyl group which can be readily converted to other functionalities. However, in the case of the resulting carbonyl compound being an unsymmetrical ketone where it is necessary to functionalize the a-position, there is the problem of regioselectivity (equation 1). Generally regioselective activa- tion of one of two a-positions of an unsymmetrical ...