Chirality Transfer in the Palladium(0)-Catalyzed Cyclization of 3-Oxo-8,9-dihydroxytetradeca-1,6-diene Derivatives into 2-Methylenecyclopentanones

Article abstract of DOI:10.1016/S0040-4039(00)76900-0

Pd(0)-catalyzed cyclization of four diastereomeric 3-oxo-8,9-dihydroxytetradeca-1,6-diene derivatives were carried out to give 2-methylenecyclopentanones with stereospecific 1,3-chirality transfer in up to 95percent overall inversion of stereochemistry, one of which contains a correct ω-side chain to be Stork's intermidiate for prostaglandins.