The Suzuki Reaction in Stereocontrolled Polyene Synthesis: Retinol (Vitamin A), its 9- and/or 13-Demethyl Analogs, and Related 9-Demethyl-dihydroretinoids

Article abstract of DOI:10.1016/0040-4020(94)01108-C

A new synthesis of retinol (vitamin A) and 9- and/or 13-demethylretinols, with essentially complete control of regio- and stereochemistry, is described which is based on the thallium-accelerated, palladium-catalyzed cross-coupling reactions of (E)-1-alkenylboronic acids and (E)-1-alkenyl iodides (Suzuki reaction).The procedure has also been extended to the stereocontrolled synthesis of a series of 9-demethyl-dihydroretinoids of potential biological interest.