Abstract

Sulfonating agents such as trimethylsilylchlorosulfonate or “dioxan, SO 3” adduct react with α-trimethylsilyl allenic compounds leading to an SO 3 insertion on the unsaturated bond and produce silyl esters of sulfonic acids in good yields. In most experiments the sulfonating process led to the transposition of the allenic structure into an acetylenic or conjugated diene system. We have tried to explain such changes in the unsaturated skeleton by the electronic and steric effects of the other substituents to the allenic carbon atoms. As regards synthesis, such reactions have led to the discovery of new unsaturated sulfonic compounds which have not been studied before.

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