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American Chemical Society, Organic Letters, 3(13), p. 514-517, 2011

DOI: 10.1021/ol1028699

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Synthesis and Stereochemical Assignment of (+)-Chamuvarinin

Journal article published in 2010 by Gordon J. Florence ORCID, Joanne C. Morris, Ross G. Murray, Jonathan D. Osler, Vanga R. Reddy, Terry K. Smith
This paper is available in a repository.
This paper is available in a repository.

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Abstract

A stereocontrolled total synthesis of (+)-chamuvarinin, isolated from the root extract of Uvaria Chamae, utilizes a convergent modular strategy to construct the adjacently linked C15-C28 ether array, followed by a late-stage Julia-Kocienski olefination to append the butenolide motif. This constitutes the first total synthesis of (+)-chamuvarinin, defining the relative and absolute configuration of this unique annonaceous acetogenin.