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.
A. B. Reitz and B. E. Maryanoff, J. Chem. Soc., Chem. Commun., 1984, 1548 DOI: 10.1039/C39840001548
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