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Stereoselective synthesis of the cytotoxic macrolide aspergillide B
Authors:Santiago Dí  az-Oltra,Marí  a N. Kneeteman,Miguel Carda
Affiliation:a Depart. de Q. Inorgánica y Orgánica, Univ. Jaume I, Castellón, E-12080 Castellón, Spain
b Depart. de Química, Fac. Ing. Química, Univ. del Litoral, Santa Fe, Argentina
c Depart. de Q. Orgánica, Univ. de Valencia, E-46100 Burjassot, Valencia, Spain
Abstract:A total, stereoselective synthesis of the cytotoxic macrolide aspergillide B has been performed. A cross metathesis and a C-glycosidation via a Mukaiyama-type aldol reaction were key features of the synthesis. The macrocyclic lactone ring was created by means of the Yamaguchi procedure.
Keywords:Macrolides   Aspergillides   Mukaiyama C-glycosidation   Cross metathesis   Yamaguchi macrolactonization   Brown asymmetric allylation
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