Tetrahedron letters

The zwitterion-accelerated [3, 3]-sigmatropic rearrangement of allyl vinyl sulfoxided to sulfines. A specific class of charge-accelerated rearrangement

JR Hwu, DA Anderson

Index: Hwu, Jih Ru; Anderson, Denise A. Tetrahedron Letters, 1986 , vol. 27, # 41 p. 4965 - 4968

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Citation Number: 9

Abstract

Abstract Conversion of allyl vinyl gulf oxides 5 and 8 to γ, δ-unsaturated sul fines 6 and 9, respectively, under neutral conditions shows that the accelerating effects of the charges in a zwitterionic moiety do not cancel, instead the sulfoxide functionality significantly facilitates