The zwitterion-accelerated [3,3]-sigmatropic rearrangement of allyl vinyl sulfoxided to sulfines. A specific class of charge-accelerated rearrangement |
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| Affiliation: | Department of Chemistry, The Johns Hopkins University Baltimore, MD 21218 U.S.A. |
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| 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 the rearrangement. |
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