Catalytic enantioselective pyrrole alkylations of alpha,beta-unsaturated 2-acyl imidazoles.
Org Lett
; 8(11): 2249-52, 2006 May 25.
Article
em En
| MEDLINE
| ID: mdl-16706498
ABSTRACT
[reaction see text] Enantioselective additions of pyrroles to alpha,beta-unsaturated 2-acyl imidazoles catalyzed by the bis(oxazolinyl)pyridine-scandium(III) triflate complex (1) have been accomplished. The alpha,beta-unsaturated 2-acyl imidazoles were synthesized in high yields through Wittig olefination. A short, enantioselective synthesis of the alkaloid (+)-heliotridane has been accomplished utilizing this methodology and a 2-acyl imidazole cleavage and cyclization. This methodology was then extended to the one-pot asymmetric synthesis of 2-substituted indoles.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Pirróis
/
Alcaloides de Pirrolizidina
/
Imidazóis
Idioma:
En
Ano de publicação:
2006
Tipo de documento:
Article