title: Synthetic studies on amphidinolide B1.
abstract: [structure: see text]. The syntheses of three fragments, 2, 3, and 4, of amphidinolide B1 have been accomplished. The 1,3-isomerization of allylic alcohol 10 was accomplished via rhenium oxo catalysis and has been applied successfully in the synthesis. (-)-MIB-catalyzed asymmetric vinylzinc addition to aldehyde 31 and the regio- and stereoselective epoxidation of unsymmetrical divinyl methanol 32 were key steps.
authors.affiliation: Department of Chemistry, Yale University, New Haven, Connecticut 06520-8103, USA.
authors.forename: Amit K
authors.initials: AK
authors.lastname: Mandal
authors.forename: John S
authors.initials: JS
authors.lastname: Schneekloth
authors.forename: Kouji
authors.initials: K
authors.lastname: Kuramochi
authors.forename: Craig M
authors.initials: CM
authors.lastname: Crews
mesh_terms: D000818:Animals; D002384:Catalysis; D004141:Dinoflagellida / Q000737:chemistry; D007202:Indicators and Reagents; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D000097442:Amphidinolides
chemical_list: D007202:Indicators and Reagents; D018942:Macrolides; C511225:amphidinolide B1; D000097442:Amphidinolides