1984•Journal of the Chemical Society Chemical CommunicationsRequires access
Reversibility of a witting intermediate derived from a triphenylphosphonium ylide and an aliphatic aldehyde
Allen B. Reitz, Bruce E. Maryanoff
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Abstract
Wittig-reaction intermediates derives from hexanal and (γ-oxidopropylidene)triphenylphosphorane, (1), are freely reversible, as indicated by significant quantities of cross-over products from a second aldehyde (octanal): such a result may account for anomalously enhanced E stereoselectivity in the reaction of γ- and β-oxido ylieds with aliphatic aldehydes.