New total synthesis of (±)-chuangxinmycin

Article abstract of DOI:10.1016/S0040-4039(97)00174-3

(±)-4'-Iodoindolmycenate 6 was stereoselectively converted into the (±)-(2,3)-syn-2-thioacetoxy ester 16 with retention of C₂-stereochemistry in (±)-6. Palladium-catalysed cyclisation of indolyl iodide and the internal C₂ thiol group of the substrate (±)-17 derived from (±)-16 gave the (±)-cis methyl ester 2 of natural chuangxinmycin (1).