Total synthesis of the antifungal agent papulacandin D
Abstract
Condensation of 2,3,4,6-tetra-O-(trimethylsilyl)-D-gluconolactone with tert-butyl[2-lithio-3,5-di-(triisopropylsilyloxy)benzyloxy]dimethylsilane, protection of the resultant spiroketal with di(tert-butyl)silyl di(trifluoromethanesulfonate), selective O-3′-esterification and deprotection gives papulacandin D.