title: Synthesis and structure revision of the C43-C67 part of amphidinol 3.
abstract: Stereoselective synthesis of the C43-C67 part of amphidinol 3 (AM3) and its C51-epimer was achieved starting from a common intermediate corresponding to the tetrahydropyran moiety of AM3, via asymmetric oxidations and Julia-Kocienski olefination. By comparing NMR data of the synthetic specimens with those of AM3, the absolute configuration at C51 of AM3 was revised from R to S.
authors.affiliation: Department of Chemistry, Faculty and Graduate School of Sciences, Kyushu University, 6-10-1 Hakozaki, Fukuoka 812-8581, Japan.
authors.forename: Makoto
authors.initials: M
authors.lastname: Ebine
authors.forename: Mitsunori
authors.initials: M
authors.lastname: Kanemoto
authors.forename: Yoshiyuki
authors.initials: Y
authors.lastname: Manabe
authors.forename: Yosuke
authors.initials: Y
authors.lastname: Konno
authors.forename: Ken
authors.initials: K
authors.lastname: Sakai
authors.forename: Nobuaki
authors.initials: N
authors.lastname: Matsumori
authors.forename: Michio
authors.initials: M
authors.lastname: Murata
authors.forename: Tohru
authors.initials: T
authors.lastname: Oishi
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D000095722:Amphidinols
chemical_list: D000475:Alkenes; D011714:Pyrans; C438973:amphidinol 3; D000095722:Amphidinols