Reactions of enolates with vinyl selenoxides and vinyl selenones. One-step synthesis of cyclopropylcarbonyl compounds

…, T Sugawara, M Shimizu, I Kuwajima

Index: Ando, Ryoichi; Sugawara, Tomoo; Shimizu, Makoto; Kuwajima, Isao Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 10 p. 2897 - 2904

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Citation Number: 25

Abstract

In the reactions with enolate anions, organoselenium moieties of aryl vinyl selenoxides and selenones have exhibited two important roles, eg, activation of C= C bonds for conjugate addition reaction and behaviors as excellent leaving groups. Owing to such characteristic features, ketone enolates react with p-chlorophenyl vinyl selenoxide to afford the corresponding cyclopropyl ketones through an initial conjugate addition followed by ...