Journal
SYNLETT
Volume -, Issue 4, Pages 599-601Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0029-1219153
Keywords
extremophile; total synthesis; natural product; heterocycle; thiazole
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A total synthesis of the halophile-derived natural product (+)-bacillamide B is described. The route relies upon a Hantzsch synthesis of ethyl (S)-2-acetoxyethylthiazole-4-carboxylate followed by a dipyridyl disulfide-mediated coupling between the corresponding carboxylic acid and tryptamine. This synthesis has unambiguously demonstrated that in contrast to the previous tentative stereochemical assignments the stereochemistry of the alcohol at C15 of the title compound has S-configuration.
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