Synthesis of the tricyclic core of vinigrol via an intramolecular Diels-Alder reaction.
[reaction: see text] Herein, we present a successful synthesis of the tricyclic core of vinigrol (1). Our approach takes advantage of a highly regioselective intramolecular Diels-Alder reaction of the diene 11 to construct two rings of the tricyclic vinigrol skeleton 12.
Grisé
Christiane M
CM
Department of Chemistry, 10 Marie Curie, University of Ottawa, Ottawa, K1N 6N5 Canada.
Tessier
Guillaume
G
Barriault
Louis
L
D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
D004224:Diterpenes; D047028:Macrocyclic Compounds; C055112:vinigrol