title: Biomimetic cationic polyannulation reaction catalyzed by Bi(OTf)3: cyclization of 1,6-dienes, 1,6,10-trienes, and aryl polyenes.
abstract: Nonactivated trienes and aryltrienes were cyclized into polycyclic compounds in good to excellent yields under bismuth triflate catalysis in a biomimetic fashion. The reaction showed broad applicability and allowed for the formation of functionalized bicyclic to tetracyclic structures from simple precursors in one pot. For some specific substrates, the cyclization was followed by a methyl shift as encountered in terpenoid biosynthesis.
authors.affiliation: Laboratoire de Chimie des Molécules Bioactives et des Arômes, Université de Nice Sophia Antipolis-CNRS UMR 6001, Institut de Chimie de Nice, Parc Valrose, 06108 Nice Cedex 2, France.
authors.forename: Julien
authors.initials: J
authors.lastname: Godeau
authors.forename: Sandra
authors.initials: S
authors.lastname: Olivero
authors.forename: Sylvain
authors.initials: S
authors.lastname: Antoniotti
authors.forename: Elisabet
authors.initials: E
authors.lastname: Duñach
mesh_terms: D040761:Biomimetic Materials / Q000737:chemistry*; D002384:Catalysis; D002412:Cations / Q000737:chemistry; D003500:Cyclization; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000737:chemistry*; D011090:Polyenes / Q000737:chemistry*
chemical_list: D002412:Cations; D008698:Mesylates; D011083:Polycyclic Compounds; D011090:Polyenes; C445789:Bi(OTf)3