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On the stereochemistry of allene formation from mestranol methanesulfinate by t-butylsilver(I).
Authors:Hans Westmijze  Peter Vermeer
Affiliation:(Department of Organic Chemistry of the University, Croesestraat 79, 3522 AD UTRECHT, The Netherlands
Abstract:The reaction of [t-BuAgBr]MgCl·2LiBr with mestranol methanesulfinate (1) in a mixture of THF and HMPT leads to (S)-allene 2 via a syn 1,3-substitution process. This stereochemistry is identical to that observed for the corresponding cuprate reaction.
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