Dienophilic properties of phenyl vinyl sulfone and trans-1-(phenylsulfonyl)-2-(trimethylsilyl) ethylene. Their utilization as synthons for ethylene, 1-alkenes, acetylene, …

…, RV Williams, LA Paquette

Index: Carr, Richard V. C.; Williams, Richard V.; Paquette, Leo A. Journal of Organic Chemistry, 1983 , vol. 48, # 25 p. 4976 - 4986

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Citation Number: 108

Abstract

Useful procedures for effecting the indirect capture of ethylene, acetylene, 1-alkenes, and monosubstituted alkynes in Diels-Alder cycloadditions have been developed. In the first sequence, phenyl vinyl sulfone is shown to enter into [4+ 21. rr reactions as a moderately reactive dienophile and to do so with very good regioselectivity. The resulting adducts can be directly desulfonated or alkylated prior to such reduction. A wide range of functional ...