Synthesis and stereochemical assignment of (+)-chamuvarinin
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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.
Florence , G J , Morris , J C , Murray , R G , Osler , J , Vanga , R R & Smith , T K 2011 , ' Synthesis and stereochemical assignment of (+)-chamuvarinin ' , Organic Letters , vol. 13 , no. 3 , pp. 514-517 . https://doi.org/10.1021/ol1028699
(c)2011 American Chemical Society. This article is open access under the ACS AuthorChoice option.
DescriptionSupported by grants from EPSRC (EP/F011458/1) and The Wellcome Trust (086658).
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