Total synthesis and stereochemical revision of xiamenmycin A?
Organic & Biomolecular Chemistry Pub Date: 2016-01-05 DOI: 10.1039/C5OB02476E
Abstract
The relative and absolute configurations of xiamenmycin A, a benzopyran compound isolated from Streptomyces xiamenensis 318 with a highly potent anti-fibrotic activity, have been characterized through the total synthesis. The key steps include the construction of the 3-chromanol moiety via Sharpless epoxidation followed by regio- and diastereo-selective cyclization and introduction of the threonine moiety at a later stage via Pd-catalysed aminocarbonylation in a one-pot procedure. The stereochemical assignment of natural xiamenmycin A has been accordingly revised to be 2R, 3S, 3′S, 4′R.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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