Ethyldiphenylphosphine oxide reacts with butyl-lithium and benzaldehyde to give the title compound which eliminates diphenylphosphinate ion in base to give Z-1 -phenylpropene. The elimination is stereo-specific and syn. The (1RS,2RS) isomer, prepared by sodium borohydride reduction of the corresponding ketone, gives E-1 -phenylpropene.
A. D. Buss, W. B. Cruse, O. Kennard and S. Warren, J. Chem. Soc., Perkin Trans. 1, 1984, 243 DOI: 10.1039/P19840000243
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