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Total Synthesis of (−)-Mucocin

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Michael T. Crimmins,* Yan Zhang, and Frank A. Diaz

Venable and Kenan Laboratories of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina, 27599

Org. Lett., 2006, 8 (11), pp 2369–2372

DOI: 10.1021/ol060704z

Publication Date (Web): April 26, 2006

Copyright © 2006 American Chemical Society

Abstract

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An enantioselective total synthesis of (−)-mucocin has been completed. A combination of asymmetric glycolate aldol additions and ring closing metathesis reactions were exploited to construct the C18−C34 and C7−C17 fragments. A selective cross-metathesis reaction was employed as the key step to couple two complex fragments.

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History

Published In Issue May 25, 2006
Received March 22, 2006

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