96413-04-6Relevant articles and documents
Cumulated Ylides XIX. Chain-lenghthening Difunctionalization of Grignard Compounds by Reaction with Ketenylidenetriphenylphosphorane. A New Route to (E)-α,β-Unsaturated Ketones and the Queen Substance
Bestmann, Hans Juergen,Schmidt, Martin,Schobert, Rainer
, p. 49 - 53 (2007/10/02)
The reaction of Grignard compounds with ketenylidenetriphenylphosphorane and subsequent hydrolysis yields 2-oxoalkylidenetriphenylphosphoranes.The latter undergo Wittig reaction, whereby (E)-α,β-unsaturated ketones are obtained.An application of this strategy to the synthesis of carbonyl homologues of Lepidoptera pheromones and the queen substance is shown.