A general efficient strategy for cis-3a-aryloctahydroindole alkaloids via stereocontrolled ZnBr(2)-catalyzed rearrangement of 2,3-aziridino alcohols.
Org Lett
; 5(13): 2319-21, 2003 Jun 26.
Article
em En
| MEDLINE
| ID: mdl-12816438
ABSTRACT
A short and general approach to the cis-3a-aryloctahydroindole alkaloids has been developed on the basis of a key stereocontrolled ZnBr(2)-catalyzed rearrangement of 2,3-aziridino alcohols. Two representative members, (+/-)-crinane and (+/-)-mesembrine, have been synthesized in 15% and 11% overall yields, respectively. [reaction see text]
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Aziridinas
/
Compostos de Zinco
/
Alcaloides Indólicos
/
Álcoois
Idioma:
En
Revista:
Org Lett
Assunto da revista:
BIOQUIMICA
Ano de publicação:
2003
Tipo de documento:
Article