Substitution reactions of organocuprates with. beta.-(phenylseleno) vinyl sulfones derived from the selenosulfonation of acetylenes. A convenient and stereospecific …

TG Back, S Collins, MV Krishna…

文献索引：Back, Thomas G.; Collins, Scott; Krishna, M. Vijaya; Law, Kwok-Wai Journal of Organic Chemistry, 1987 , vol. 52, # 19 p. 4258 - 4264

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被引用次数: 47

摘要

The free-radical selenosulfonation of acetylenes affords P-selenovinyl sulfones 1 which undergo substitution of the selenium moiety with organocuprates to provide a convenient and stereospecific preparation of vinyl sulfones 2 and therefore ultimately of di-and trisubstituted olefins 3. The novel selenocuprates of general structure RCu (SePh) Li proved especially efficacious for this purpose and a 77Se NMR study of MeCu (SePh) Li indicated ...