title: Synthesis of the C-18-C-34 fragment of amphidinolides C, C2, and C3.
abstract: The C-18-C-34 fragment of amphidinolides C, C2, and C3 and the C-18-C-29 fragment of amphidinolide F have been constructed from a trans-2,5-disubstituted dihydrofuran. This key intermediate was prepared from a dihydrofuranone formed by diastereoselective rearrangement of a free or metal-bound oxonium ylide generated from a metal carbenoid. The side chains found in amphidinolides C and F were introduced using Sonogashira coupling reactions.
authors.affiliation: WestCHEM, School of Chemistry, Joseph Black Building, 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: Guang
authors.initials: G
authors.lastname: Yang
authors.forename: Andrew P
authors.initials: AP
authors.lastname: Osnowski
mesh_terms: D004141:Dinoflagellida / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D000097442:Amphidinolides
chemical_list: D018942:Macrolides; C429132:amphidinolide C; D000097442:Amphidinolides