Sulfur stabilised Anions

Sulfoxonium Ylids make Cyclopropanes

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Sulfoxonium ylids react with alpha,beta-unsaturated carbonyl compounds by conjugate addition followed by intramolecular alkylation of the resulting enolate forming cyclopropanes and dimethylsulfoxide.

Y. G. Gololobov, A. N. Nesmeyanov, V. P. Lysenko and I. E. Boldeskul, Tetrahedron, 1987, 43, 2609–2651.