Various α-diethoxyphosphoryl-γ, δ-unsaturated acids were synthesized in good yields via alkylation of ethyl (diethoxyphosphoryl)acetate with allylic bromides. Iodo- and seleno-lactonization led to α-phosphono-iodo and -seleno lactones, which underwent Wittig-Horner reaction with paraformaldehyde to produce α-methylene-γ-lactones in very good yields. This methodology was applied to a short synthesis of frullanolide.
|Number of pages||6|
|Journal||Journal of the Chemical Society, Perkin Transactions 1|
|Publication status||Published - 1990|
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