Journal of the American Chemical Society

Phospho-Cope rearrangement of sodium allylvinylphosphinate

DI Loewus

Index: Loewus, David I. Journal of the American Chemical Society, 1981 , vol. 103, # 9 p. 2292 - 2296

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Citation Number: 13

Abstract

Abstract: Sodium allylvinylphosphinate (1) rearranges thermally to sodium hydrogen pent-4- enephosphonate (3) in virtually quantitative yield. The reaction probably constitutes a phospho-Cope rearrangement and presumably proceeds by way of the monomeric metaphosphonate 2 as a reactive intermediate. The half-time for the reaction is 4.67 h in water at 193.6 f 1.0" C and 6.03 h in ethanol. By contrast, ethyl allylvinylphosphinate ...