Portal de Periódicos da CAPES

Enamine synthesis using the Horner‐Wittig reaction. Part 2. New acyl anion equivalents derived from (aminomethyl)diphenylphosphine oxides

1984; Royal Netherlands Chemical Society; Volume: 103; Issue: 11 Linguagem: Inglês

10.1002/recl.19841031104

1878-7096

N. L. J. M. BROEKHOF, P. VAN ELBURG, Dietmar Hoff, A. VAN DER GEN,

Organophosphorus compounds synthesis

Abstract Using the Horner‐Wittig reagents (1‐morpholino‐alkyl)diphenylphosphine oxides ( 1 ), aromatic as well as aliphatic and α, β‐unsaturated aldehydes can be converted into the morpholino enamines of their respective homologous phenyl, ethyl and styryl ketones. These enamines can be easily converted into the corresponding ketones by mild, acid‐catalyzed hydrolysis. The usefulness of these phosphine oxides as acyl anion equivalents is further demonstrated by the synthesis of dihydrojasmone and of (Z)‐6‐henicosen‐ll‐one.