On the mechanism of the reductive metallation of asymmetrically substituted silyl chlorides

M Oestreich, G Auer, M Keller

Index: Oestreich, Martin; Auer, Gertrud; Keller, Manfred European Journal of Organic Chemistry, 2005 , # 1 p. 184 - 195

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Citation Number: 13

Abstract

Abstract An investigation of the stereochemical course of the reductive metallation of silyl chlorides with silicon-centred chirality has revealed two major events which are detrimental to stereoselection during silyl anion formation:(1) chloride-induced racemisation of silyl chlorides and (2) nonstereoselective formal dimerisation during metallation providing the corresponding disilane. In control experiments, the stereochemical course of these ...