title: Intramolecular 1,3-dipolar cycloaddition strategy for enantioselective synthesis of FR-900482 analogues.
abstract: [reaction: see text] Enantioselective synthesis of FR-900482 analogues is described. The key reaction of the synthesis is intramolecular 1,3-dipolar cycloaddition of a highly functionalized nitrile oxide with complete stereo- and regioselectivities to construct the eight-membered benzazocine ring.
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo, CREST, The Japan Science and Technology Corporation, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: M
authors.initials: M
authors.lastname: Kambe
authors.forename: E
authors.initials: E
authors.lastname: Arai
authors.forename: M
authors.initials: M
authors.lastname: Suzuki
authors.forename: H
authors.initials: H
authors.lastname: Tokuyama
authors.forename: T
authors.initials: T
authors.lastname: Fukuyama
mesh_terms: D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis*; D003432:Cross-Linking Reagents; D018360:Crystallography, X-Ray; D003500:Cyclization; D010078:Oxazines / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry
chemical_list: D000903:Antibiotics, Antineoplastic; D003432:Cross-Linking Reagents; D010078:Oxazines; C053335:FR 900482