
%0 Journal Article
%A Harris, RLN 
%A Mcfadden, HG 
%T Acylphosphonates as substrates for Wittig and Horner-Wittig reactions. Unusual stereoselectivity in the synthesis of &#946;-phosphinoylacrylates
%J Australian Journal of Chemistry
%D 1984/02/01
%V 37
%N 2
%P 417-424
%K 
%R https://doi.org/10.1071/CH9840417
%U https://www.publish.csiro.au/paper/CH9840417 
%X Phosphorus-stabilized carbanions with additional stabilizing groups react with dialkyl acylphos- phonates (alkanoyl- and aroyl-phosphonates) to give fair to good yields of dialkyl vinylphosphonates, with some limitations imposed by competing side reactions of the acylphosphonates. &#946;-Phosphinoyl-acrylates prepared by the Wittig reaction were almost exclusively (E)-olefins, whereas the corresponding Horner-Wittig reactions favoured (2) products. It is suggested that electronic interactions of substituents in the reaction intermediates play a role in determining this stereoselectivity. 
