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

Angewandte Chemie (International ed. in English) (2012-02-22)
Oliver F Jeker, Erick M Carreira
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Methyl 3,5-dimethylbenzoate, 98%