The total synthesis of indolizomycin

G Kim, MY Chu-Moyer, SJ Danishefsky…

Index: Kim; Chu-Moyer; Danishefsky; Schulte Journal of the American Chemical Society, 1993 , vol. 115, # 1 p. 30 - 39

Full Text: HTML

Citation Number: 71

Abstract

Abetrrct: The first total synthesis of racemic indolizomycin (1) has been achieved. Initial investigations provided the functionalized indolizidine, 31, via (i) stereospecific intramolecular vinylsilane/carbinol amide cyclization (15-16),(ii) rhodium (I1) acetate mediated diazoacctate insertion into thioamide 17, and (iii) epoxide introduction (25-27-29). Although subsequent attempts to fully elaborate 31 into indolizomycin were unsuccessful, ...