Generation of the. ALPHA.-Sulfinyl Carbenoid from. ALPHA.-Chloro Sulfoxides: A New Method for One-Carbon Homologation of Ketones to. ALPHA.-Sulfinyl Ketones.

T Satoh, Y Hayashi, Y Mizu, K Yamakawa

文献索引：Satoh, Tsuyoshi; Hayashi, Yasumasa; Mizu, Yasuhiro; Yamakawa, Koji Bulletin of the Chemical Society of Japan, 1994 , vol. 67, # 5 p. 1412 - 1418

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被引用次数: 13

摘要

Treatment of 1-chloroalkyl phenyl sulfoxides with a base gave carbenoids rather than free carbenes. The carbenoids were successfully used in a new method for homologation of ketones to α-sulfinyl ketones. Treatment of the carbanion of chloromethyl phenyl sulfoxide with ketones gave the adducts, α-chloro β-hydroxy sulfoxides, in nearly quantitative yields. The adducts were treated with excess lithium diisopropylamide to give one-carbon ...