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Synfacts 2009(11): 1186-1186  
DOI: 10.1055/s-0029-1218032
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (-)-Napyradiomycin A1

Contributor(s): Philip Kocienski, Stewart Eccles
S. A. Snyder*, Z.-Y. Tang, R. Gupta
Columbia University, New York, USA
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Publication History

Publication Date:
22 October 2009 (online)

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Significance

Napyradiomycins are a class of compounds isolated from several strains of terrestrial Streptomyces bacteria. They are nonsteroidal estrogen antagonists. The synthesis of napyradiomycin A1 uses a novel asymmetric chlorination to introduce one of the chlorine groups and control the stereochemistry of the geranyl side chain.