The Journal of Organic Chemistry

Reactions of (aryloxy) oxosulfonium ylides with carbonyl compounds

K Okuma, K Nakanishi, H Ohta

Index: Okuma, Kentaro; Nakanishi, Kazuto; Ohta, Hiroshi Journal of Organic Chemistry, 1984 , vol. 49, p. 1402 - 1407

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Citation Number: 20

Abstract

Reactions of (ary1oxy) oxosulfonium salts with alkyllithium followed by the addition of carbonyl compounds gave 0-aryloxy sulfones,/3-aroyloxy sulfones, and a,@-unsaturated or p, y-unsaturated sulfones in 1.4-17.9%, 1.2-7.2%, and 4.5-13.5% yields, respectively. Ylides obtained by treatment of these sulfonium salts with n-BuLi reacted with carbonyl compounds to give betaines, which formed unusual four-membered cyclic alkoxyoxosulfonium salts. ...