Synthesis and reactions of 3-mercaptocyclobutanol and derivatives. Preparation of a 2, 4-dithiabicyclo [3.1. 1] heptane

…, JA Laffitte, V Eswarakrishnan

Index: Block, Eric; Laffitte, Jean-Alex; Eswarakrishnan, Venkatachalan Journal of Organic Chemistry, 1986 , vol. 51, # 18 p. 3428 - 3435

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Citation Number: 17

Abstract

Reaction of the lithio derivative of 24 (bis (trimethylsilyl) methyl) thio] tetrahydopyran (4) with epichlorohydrin gave both isomers of 34 (2-tetrahydropyranyl) thio]-3-(trimethylsilyl)-1- (trimethylsiloxy) cyclobutane (5). The latter compound upon treatment with potassium carbonate in methanol gave 34 (24etrahydropyranyl) thiol-3-(trimethylsilyl) cyclobutanol (6) while treatment with tetrabutylammonium fluoride gave trans-and cis-3-[(2- ...