Enantioselective Synthesis of Putative Lipiarmycin Aglycon Related to Fidaxomicin/Tiacumicin B

摘要

An enantioselective synthesis of a putative lipiarmycin aglycon was accomplished and features: 1)Browns enantioselective alkoxyallylboration and allylation of aldehydes, 2)chain elongation by iterative Horner-Wadsworth-Emmons olefination, 3)Evans' aldol reaction and 4)an ene-diene ring-closing metathesis. A neighboring-group-assisted chemoselective reductive desilylation was uncovered in this study and was instrumental to the realization of the present synthesis.