Artigo Revisado por pares

Total syntheses of crinine and related alkaloids

2006; Elsevier BV; Volume: 62; Issue: 38 Linguagem: Inglês

10.1016/j.tet.2006.07.005

ISSN

1464-5416

Autores

Claire Bru, Catherine Guillou,

Tópico(s)

Psychedelics and Drug Studies

Resumo

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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