Preparation of allenic sulfones and allenes from the selenosulfonation of acetylenes

…, MV Krishna, KR Muralidharan

文献索引：Back, Thomas G.; Krishna, M. Vijaya; Muralidharan, K. Raman Journal of Organic Chemistry, 1989 ,  vol. 54,  # 17  p. 4146 - 4153

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被引用次数: 29

摘要

P-(Phenylse1eno) vinyl sulfones 2 are readily obtained from the free-radical selenosulfonation of acetylenes. Compounds 2 isomerize to allyl sulfones 4 under base- catalyzed conditions in nearly quantitative yield, with high stereoselectivity favoring the 2 configuration. Allyl sulfones 4 afford generally high yields of allenic sulfones 1 when subjected to oxidation with m-chloroperbenzoic acid or tert-butyl hydroperoxide, followed ...