Angewandte Chemie. International edition in English 2012-04-02

Total synthesis and stereochemical reassignment of (±)-indoxamycin B.

Oliver F Jeker, Erick M Carreira

Index: Angew. Chem. Int. Ed. Engl. 51(14) , 3474-7, (2012)

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Abstract

Revised version: the first total synthesis of indoxamycin B leads to a stereochemical reassignment of the natural product. The synthetic route features an efficient carboannulation sequence to rapidly access the dihydroindenone system. Moreover, a series of Au(I)-catalyzed transformations served in the construction of the sterically congested core framework.Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.