Tetrahedron

The synthesis of alkenes via epi-phosphonium species: 2. A phosphorus Ramberg-Bäcklund reaction

NJ Lawrence, F Muhammad

Index: Lawrence, Nicholas J.; Muhammad, Faiz Tetrahedron, 1998 , vol. 54, # 50 p. 15361 - 15370

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Citation Number: 14

Abstract

Stilbene may be synthesised with Z-selectivity from (α-bromobenzyl) benzyldiphenylphosphonium bromide by the action of amine bases. A series of stilbenes was synthesised by the action of N-bromosuccinimide and 2, 2, 6, 6-tetramethylpiperidine directly upon dibenzyldiphenylphosphonium salts. The reaction, essentially a phosphonium analogue of the Ramberg-Bäcklund displays cis selectivity. The ...