Enamine synthesis using the Horner-Wittig reaction. Part 2. New acyl anion equivalents derived from (aminomethyl)diphenylphosphine oxides
Using the Horner-Wittig reagents (1-morpholino-alkyl)diphenylphosphine oxides (1), aromatic as well as aliphatic 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-11-one.
Broekhof, N. L. J. M.,Elburg, P. van,Hoff, D. J.,Gen, A. van der