Ylide rearrangements: a [3, 2]-sigmatropic process in a phosphorus ylide

JE Baldwin, MCH Armstrong

Index: Baldwin,J.E.; Armstrong,C.H. Journal of the Chemical Society [Section] D: Chemical Communications, 1970 , p. 631 - 632

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Citation Number: 3

Abstract

The thermal behaviour of 3-methylbut-2-enyl-diphenyl-(3-methylbut-2-enyl) phosphorane has been examined: unlike the carbon, nitrogen, oxygen, and sulphur analogues of this molecule only a small fraction of the rearrangement proceeds through the [3, 2]-sigmatropic shift, the major pathway being a radical dissociation–recombination.