Synthesis of 11-methoxycarbonyl-13-phenyl-17-vinylgona-1,3,5(10)- trienes

Article abstract of DOI:10.1016/S0040-4020(98)00193-8

Titanium tetrachloride mediated dialkylation of methyl 4-oxo-4-(p- bromophenyl)butanoate ethylene ketal by 1,8-bis(trimethylsilyl)-2,6-octadiene (BISTRO) leads to a mixture of methyl dl and meso-(3-p-bromophenyl-2,5- divinylcyclopentan-1-yl)-propanoates. Methoxycarbonylation, alkylation by iodo-benzocyclobutene and then pyrolysis led to the title compounds.