Synthesis of brasilibactin A and confirmation of absolute configuration of β-hydroxy acid fragment
A synthesis of brasilibactin A, a cytotoxic siderophore from the actinomycete of Nocardia brasiliensis, and three unnatural diastereomers of the natural product is described. Four possible diastereomers of the β-hydroxy acid fragment were prepared via asymmetric aldol reactions and used to synthesize brasilibactin A and its diastereomers. Careful analysis of 1H NMR data confirmed that brasilibactin A possesses the 17S,18R absolute stereochemistry. © 2007 Elsevier Ltd. All rights reserved.
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