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Synfacts 2007(6): 0566-0566  
DOI: 10.1055/s-2007-968514
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Oasomycin A

Contributor(s): Philip Kocienski
D. A. Evans*, P. Nagorny, K. J. McRae, L.-S. Sonntag, D. J. Reynolds, F. Vounatsos
Harvard University, Cambridge, USA
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Publication History

Publication Date:
22 May 2007 (online)

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Significance

Oasomycin A is a metabolite of Streptoverticillium baldacii. Most of the 22 stereogenic centers were installed by directed aldol reactions and hydroxyl-directed reductions. The use of a Yamaguchi reaction to construct the 42-membered macrolactone is noteworthy.