title: Total synthesis of crambescidin 359.
abstract: [structure: see text] Crambescidin 359 (4), which is the "vessel part" of the pentacyclic guanidine alkaloid ptilomycalin A (1), was synthesized for the first time based upon successive 1,3-dipolar cycloaddition reaction. This synthesis established the absolute stereochemistry of 4.
authors.affiliation: Institute of Molecular and Cellular Biosciences, The University of Tokyo, Yayoi, Bunkyo-ku, Tokyo 113-0032, Japan. nagasawa@iam.u-tokyo.ac.jp
authors.forename: Kazuo
authors.initials: K
authors.lastname: Nagasawa
authors.forename: Angelina
authors.initials: A
authors.lastname: Georgieva
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Koshino
authors.forename: Tadashi
authors.initials: T
authors.lastname: Nakata
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Kita
authors.forename: Yuichi
authors.initials: Y
authors.lastname: Hashimoto
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis*; D000818:Animals; D002121:Calcium Channel Blockers / Q000138:chemical synthesis*; D019791:Guanidine; D006146:Guanidines; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D011161:Porifera / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D002121:Calcium Channel Blockers; D006146:Guanidines; D013141:Spiro Compounds; C449038:crambescidin 359; C103200:ptilomycalin A; D019791:Guanidine