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Title: Synthesis and stereochemical assignment of (+)-chamuvarinin
Authors: Florence, Gordon John
Morris, Joanne Charleen
Murray, Ross George
Osler, Jonathan
Vanga, Raghava Reddy
Smith, Terry K
Keywords: Hydrolytic kinetic resolution
Annonaceous acetogenins
Stereoisomer library
Recent progress
Mosher method
QD Chemistry
Issue Date: 4-Feb-2011
Citation: 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 . , 10.1021/ol1028699
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.
Version: Publisher PDF
Description: Supported by grants from EPSRC (EP/F011458/1) and The Wellcome Trust (086658).
Status: Peer reviewed
ISSN: 1523-7060
Type: Journal article
Rights: (c)2011 American Chemical Society. This article is open access under the ACS AuthorChoice option.
Appears in Collections:Biomedical Sciences Research Complex (BSRC) Research
University of St Andrews Research
Biology Research
Chemistry Research

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