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.
A. G. M. Barrett, M. Peña and J. A. Willardsen, J. Chem. Soc., Chem. Commun., 1995, 1147 DOI: 10.1039/C39950001147
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