title: Concise synthesis of the C-1-C-12 fragment of amphidinolides T1-T5.
abstract: The C-1-C-12 segment of the amphidinolides T1-T5 has been synthesised in an efficient manner. The key transformations are highly diastereoselective rearrangement of an oxonium ylide, or metal-bound ylide equivalent, produced by intramolecular reaction of a copper carbenoid with an allylic ether, and macrocyclic fragment coupling by one-pot ring-closing metathesis and hydrogenation.
authors.affiliation: WestCHEM, School of Chemistry, University of Glasgow, University Avenue, Glasgow, G12 8QQ, United Kingdom. stephen.clark@glasgow.ac.uk
authors.forename: J Stephen
authors.initials: JS
authors.lastname: Clark
authors.forename: Flavien
authors.initials: F
authors.lastname: Labre
authors.forename: Lynne H
authors.initials: LH
authors.lastname: Thomas
mesh_terms: D006865:Hydrogenation; D018942:Macrolides / Q000138:chemical synthesis*; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism; D000097442:Amphidinolides
chemical_list: D018942:Macrolides; C540231:amphidinolide T1; D000097442:Amphidinolides