title: Efficient access to the core of the Strychnos, Aspidosperma and Iboga alkaloids. A short synthesis of norfluorocurarine.
abstract: An efficient anionic bicyclization of tryptamine-derived Zincke aldehydes forms the basis for a three-step route to the tetracyclic ABCE core of many Strychnos, Aspidosperma, and Iboga alkaloids. This powerful reaction is showcased in a five-step synthesis of the Strychnos alkaloid norfluorocurarine from tryptamine and pyridine.
authors.affiliation: Department of Chemistry, The University of California, Irvine, California 92697-2025, USA.
authors.forename: David B C
authors.initials: DB
authors.lastname: Martin
authors.forename: Christopher D
authors.initials: CD
authors.lastname: Vanderwal
mesh_terms: D000470:Alkaloids / Q000737:chemistry*; D030009:Aspidosperma / Q000737:chemistry*; D018360:Crystallography, X-Ray; D031451:Strychnos / Q000737:chemistry*; D030014:Tabernaemontana / Q000737:chemistry*; D014403:Tubocurarine / Q000031:analogs & derivatives* / Q000138:chemical synthesis
chemical_list: D000470:Alkaloids; C541002:norfluorocurarine; D014403:Tubocurarine