title: Stereoselective total synthesis of marine cyclodepsipeptide calcaripeptides A-C.
abstract: The first stereoselective total syntheses of marine cyclodepsipeptides, calcaripeptides A-C, have been accomplished. Emphasis was given particularly in identification of an efficient strategy for the macrocyclization. The notable features of our synthesis include Evans alkylation, Crimmins syn-aldol, Crimmins acetate aldol, Wittig olefination, and Shiina macrolactonization reactions. An anomaly in the (1)H NMR of the proposed calcaripeptide B has been amended during this synthetic study.
authors.affiliation: Department of Organic Chemistry, Indian Association for the Cultivation of Science , Jadavpur, Kolkata-700032, India.
authors.forename: Sayantan
authors.initials: S
authors.lastname: Das
authors.forename: Rajib Kumar
authors.initials: RK
authors.lastname: Goswami
mesh_terms: D000478:Alkylation; D047630:Depsipeptides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D047630:Depsipeptides; C584592:calcaripeptide A; C584594:calcaripeptide B; C584593:calcaripeptide C