title: Synthesis and stereochemical assignment of (+)-chamuvarinin.
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.
authors.affiliation: School of Chemistry and Centre for Biomolecular Sciences, University of St. Andrews, North Haugh, St. Andrews, KY16 9ST, UK. gjf1@st-andrews.ac.uk
authors.forename: Gordon J
authors.initials: GJ
authors.lastname: Florence
authors.forename: Joanne C
authors.initials: JC
authors.lastname: Morris
authors.forename: Ross G
authors.initials: RG
authors.lastname: Murray
authors.forename: Jonathan D
authors.initials: JD
authors.lastname: Osler
authors.forename: Vanga R
authors.initials: VR
authors.lastname: Reddy
authors.forename: Terry K
authors.initials: TK
authors.lastname: Smith
mesh_terms: D054378:Acetogenins / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry; D013237:Stereoisomerism; D031046:Uvaria / Q000737:chemistry
chemical_list: D054378:Acetogenins; C488316:chamuvarinin