title: A 11-Steps Total Synthesis of Magellanine through a Gold(I)-Catalyzed Dehydro Diels-Alder Reaction.
abstract: We have developed an innovative strategy for the formation of angular carbocycles via a gold(I)-catalyzed dehydro Diels-Alder reaction. This transformation provides rapid access to a variety of complex angular cores in excellent diastereoselectivities and high yields. The usefulness of this AuI-catalyzed cycloaddition was further demonstrated by accomplishing a 11-steps total synthesis of (±)-magellanine.
authors.affiliation: Center for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences, University of Ottawa, 10 Marie-Curie, Ottawa, K1N 6N5, Canada.
authors.forename: Philippe
authors.initials: P
authors.lastname: McGee
authors.affiliation: Center for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences, University of Ottawa, 10 Marie-Curie, Ottawa, K1N 6N5, Canada.
authors.forename: Geneviève
authors.initials: G
authors.lastname: Bétournay
authors.affiliation: Center for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences, University of Ottawa, 10 Marie-Curie, Ottawa, K1N 6N5, Canada.
authors.forename: Francis
authors.initials: F
authors.lastname: Barabé
authors.affiliation: Center for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences, University of Ottawa, 10 Marie-Curie, Ottawa, K1N 6N5, Canada.
authors.forename: Louis
authors.identifier: 0000-0003-2382-5382
authors.initials: L
authors.lastname: Barriault
keywords: Diels-Alder reaction; gold; homogeneous catalysis; magellanine; total synthesis