Cycloaddition reactions of triphenylphosphoranylideneketene

GH Birum, CN Matthews

Index: Birum,G.H.; Matthews,C.N. Journal of the American Chemical Society, 1968 , vol. 90, p. 3842 - 3847

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Citation Number: 26

Abstract

Abstract: Stable, ylide-substituted 1, 3-~ yclobutanediones 4 were synthesized from triphenylphosphoranylidene-ketene, Ph, P= C= C= O (l), and aldehydes or active ketones, presumably through formation of unusual methyleneketene intermediates, RR'C= C= C= O(3). Related cyclobutanediones 5 were formed directly from 1 and ketenes in a one-step reaction. Structure identifications were made principally by nmr and mass spectra. ...