title: A gram-scale route to phlegmarine alkaloids: rapid total synthesis of (-)-cermizine B.
abstract: The synthesis of the Lycopodium alkaloid (-)-cermizine B (1), which establishes its absolute configuration, is achieved by combining asymmetric organocatalysis and an uninterrupted eight-step reaction sequence, followed by a final reduction step. This "pot-economy" strategy provides access to the cis-phlegmarine stereoparent embedded in 1 for the first time, rapidly and on a gram-scale.
authors.affiliation: Laboratori de Química Orgànica, Facultat de Farmàcia, IBUB, Universitat de Barcelona, Av. Joan XXIII s/n, 08028-Barcelona, Spain. benbradshaw@ub.edu josep.bonjoch@ub.edu.
authors.forename: Ben
authors.initials: B
authors.lastname: Bradshaw
authors.forename: Carlos
authors.initials: C
authors.lastname: Luque-Corredera
authors.forename: Josep
authors.initials: J
authors.lastname: Bonjoch
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis*; D001688:Biological Products / Q000138:chemical synthesis*; D032502:Lycopodium; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis*; D011804:Quinolines / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D001688:Biological Products; D010880:Piperidines; D011804:Quinolines