The synthesis of alkenes via epi-phosphonium species: 1. An anti-Wittig elimination

NJ Lawrence, F Muhammad

Index: Lawrence, Nicholas J.; Muhammad, Faiz Tetrahedron, 1998 , vol. 54, # 50 p. 15345 - 15360

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Citation Number: 14

Abstract

Anti-1, 2-phosphinyl alcohols 11 and their corresponding syn-isomers upon treatment with phosphorus trichloride and triethylamine give E and Z alkenes respectively, by an anti elimination. This is in marked contrast to the syn Horner-Wittig elimination of the corresponding 1, 2-phosphinoyl alcohols. The 1, 2-phosphinyl alcohols 11 were prepared by the reduction of 1, 2-phosphinoyl alcohols with cerium (III) chloride/lithium aluminium ...