Dimethyloxosulfonium methylide ((CH3) 2SOCH2) and dimethylsulfonium methylide ((CH3) 2SCH2). Formation and application to organic synthesis

EJ Corey, M Chaykovsky

文献索引：Corey,E.J.; Chaykovsky,M. Journal of the American Chemical Society, 1965 , vol. 87, p. 1353 - 1364

全文：HTML全文

被引用次数: 1373

摘要

The generation of dimethyloxosulfonium methylide (11) and dimethylsulfonium methylide (XIII) as reactive intermediates is described. Both ylides are nucleophiles and both function to transfer methylene to certain electrophilic unsaturated linkages, including CEO, C= N, C= S, and in certain cases C= C. The less reactive oxosulfonium ylide interacts with the carbonyl function of aromatic and nonconjugated aldehydes and ketones to form oxiranes ...