Coupling Reactions of 1-Tributylstannyl-1-octen-3-ol Catalyzed by Palladium: The Synthesis of PGB1 and Coriolic Acid

Article abstract of DOI:10.1016/S0040-4039(01)80470-6

The palladium catalyzed coupling of (S)-E-1-tributylstannyl-1-octen-3-ol (3) with 2-(6-carbethoxyhexyl)-3-iodo-2-cyclopenten-1-one gave a 70percent yield of the (S)-ethyl ester of PGB₁.Coriolic acid was synthesized in 75percent yield by coupling 3 with Z-10-iododecenoic acid, demonstrating the tolerance of this coupling reaction to the carboxylic acid function.