Total syntheses of crinine and related alkaloids
2006; Elsevier BV; Volume: 62; Issue: 38 Linguagem: Inglês
10.1016/j.tet.2006.07.005
ISSN1464-5416
AutoresClaire Bru, Catherine Guillou,
Tópico(s)Psychedelics and Drug Studies
ResumoCyclizations 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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