Journal of the American Chemical Society

Generation, some synthetic uses, and 1, 2-vinyl rearrangements of secondary and tertiary homoallyllithiums, including ring contractions and a ring expansion. …

B Mudryk, T Cohen

Index: Mudryk, Boguslaw; Cohen, Theodore Journal of the American Chemical Society, 1993 , vol. 115, # 10 p. 3855 - 3865

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Citation Number: 40

Abstract

Abstract: A very general preparative method for homoallyllithiums consists of reductive lithiation of homoallyl phenyl sulfides by lithium 4, 4'-di-tert-butylbiphenylide. The sulfides can be prepared by a variety of methods including (1) the triethylamine-catalyzed addition of thiophenol to a conjugated enal or enone followed by a Wittig or Peterson olefination,(2) the reaction of a silyl enol ether with a diphenyl dithioacetal catalyzed by stannic chloride, ...