Biomimetic cationic polyannulation reaction catalyzed by Bi(OTf)3: cyclization of 1,6-dienes, 1,6,10-trienes, and
Julien Godeau1, Sandra Olivero, Sylvain Antoniotti
1Laboratoire 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.
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.
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