title: Total synthesis of cananginone C and structural revision of debilisone A.
abstract: A short, convergent and general strategy for stereoselective total synthesis of biologically active α-substituted γ-hydroxymethyl γ-lactone based natural products cananginone C and debilisone A has been developed. The salient features of this synthesis include Cadiot-Chodkiewicz coupling, Evans allylation, Sharpless asymmetric dihydroxylation and γ-lactonization. The originally proposed structure of debilisone A has been revised.
authors.affiliation: Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata-700032, India. ocrkg@iacs.res.in.
authors.forename: Tapan Kumar
authors.initials: TK
authors.lastname: Kuilya
authors.affiliation: Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata-700032, India. ocrkg@iacs.res.in.
authors.forename: Rajib Kumar
authors.initials: RK
authors.lastname: Goswami
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D060326:Chemistry Techniques, Synthetic; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D008745:Methylation; D008958:Models, Molecular; D013237:Stereoisomerism
chemical_list: D001688:Biological Products; D007783:Lactones; C000626168:cananginone C; C000626169:debilisone A