title: Total synthesis of Akuammiline alkaloid (-)-vincorine via intramolecular oxidative coupling.
abstract: An asymmetric total synthesis of the  Akuammiline  alkaloid (-)-vincorine (18 steps from 5-methoxytryptamine, 5% overall yield) is described. The key steps include Pd-catalyzed direct C-H functionalization of indole derivatives, organocatalyzed asymmetric Michael addition of aldehydes to alkylidene malonates, and intramolecular oxidative coupling between indole and malonate moieties.
authors.affiliation: State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, China.
authors.forename: Weiwei
authors.initials: W
authors.lastname: Zi
authors.forename: Weiqing
authors.initials: W
authors.lastname: Xie
authors.forename: Dawei
authors.initials: D
authors.lastname: Ma
mesh_terms: D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D014748:Vinca Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D014748:Vinca Alkaloids; C543267:vincorine