
TY  - JOUR
A1  - Harris, RLN 
A1  - Mcfadden, HG 
T1  - Acylphosphonates as substrates for Wittig and Horner-Wittig reactions. Unusual stereoselectivity in the synthesis of &#946;-phosphinoylacrylates
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1984
VL  - 37
IS  - 2
SP  - 417
EP  - 424
KW  - 
UR  - https://doi.org/10.1071/CH9840417 
N2  - 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. 
ER  -

