A new tactic for diastereo- and enantiocontrolled synthesis of (-)-malyngolide via catalytic meso-asymmetrization

Article abstract of DOI:10.1016/S0040-4039(97)01339-7

A meso-1,4-enediol bis-silyl ether 2 having bicyclo[2.2.1]heptene background has been transformed diastereo- and enantioselectively into (-)malyngolide 1, an antibiotic isolated from the blue-green marine algae, Lyngbya majuscula, via Rh(I)-(R)BINAP-catalyzed asymmetrization and diastereoselective modification of the optically active product thus obtained.