title: Enantioselective total synthesis of (-)-limaspermidine and formal synthesis of (-)-1-acetylaspidoalbidine.
abstract: Evolution of the synthetic strategy that culminated in the first asymmetric total synthesis of the Aspidosperma alkaloid limaspermidine is described. The successful enantioselective route to (-)-limaspermidine proceeds in 10 steps and with the isolation of only six intermediates using a Pd-catalyzed enantioselective decarboxylative allylation we have recently developed. This first enantioselective synthesis of (-)-limaspermidine establishes unambiguously its absolute configuration and allows the first asymmetric formal total synthesis of the Aspidoalbine alkaloid (-)-1-acetylaspidoalbidine.
authors.affiliation: Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University , Kunming 650091, People's Republic of China.
authors.forename: Shao-Xiong
authors.initials: SX
authors.lastname: Zhang
authors.forename: Xiao-Lei
authors.initials: XL
authors.lastname: Shen
authors.forename: Ze-Qian
authors.initials: ZQ
authors.lastname: Li
authors.forename: Li-Wei
authors.initials: LW
authors.lastname: Zou
authors.forename: Feng-Qun
authors.initials: FQ
authors.lastname: Wang
authors.forename: Hong-Bin
authors.initials: HB
authors.lastname: Zhang
authors.forename: Zhi-Hui
authors.initials: ZH
authors.lastname: Shao
mesh_terms: D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: C549511:1-acetylaspidoalbidine; D026121:Indole Alkaloids; C579383:limaspermidine