Zirconium-mediated intramolecular ester transfer reaction: synthesis of alpha-substituted gamma-aminobutyric acid (GABA) derivatives.
Org Lett
; 4(9): 1499-501, 2002 May 02.
Article
em En
| MEDLINE
| ID: mdl-11975613
ABSTRACT
[reaction see text]. The zirconium-mediated intramolecular ester transfer reaction of N-alkenyl carbamate derivatives proceeded to give alpha-substituted gamma-aminobutyric acid (GABA) derivatives in good to excellent yields. Quenching experiments of the reaction mixture with iodine or O2 indicated the presence of a cyclopropane intermediate. The resulting iodide was converted to 2-substituted pyrrolidine-3-carboxylate and/or alpha-alkylidene-gamma-aminobutyric acid derivatives in a stereospecific manner.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Zircônio
/
Ácido gama-Aminobutírico
Idioma:
En
Revista:
Org Lett
Assunto da revista:
BIOQUIMICA
Ano de publicação:
2002
Tipo de documento:
Article
País de afiliação:
Japão