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Total syntheses of crinine and related alkaloids
Authors:Claire Bru
Affiliation:Institut de Chimie des Substances Naturelles, Bt 27, CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France
Abstract:Cyclizations of a bicyclic amine via an intramolecular Heck reaction followed by an oxidation reaction generated a tetracyclic spirocyclohexadione. From this useful intermediate, different crinine alkaloids such as crinine, buphanisine, flexinine, and augustine could be synthesized. Dienol/benzene or dienone/phenol rearrangement of this tetracyclic spirodienone afforded apogalanthamine analogs.
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