A highly diastereoselective decarboxylative mannich reaction of ß-keto acids with optically active N-sulfinyl α-imino esters.
Org Lett
; 14(12): 3092-5, 2012 Jun 15.
Article
em En
| MEDLINE
| ID: mdl-22651252
ABSTRACT
A range of protected γ-oxo-α-amino esters have been prepared in a highly regio- and stereoselective manner through the decarboxylative Mannich reaction of ß-keto acids with optically active N-tert-butanesulfinyl α-imino esters in the presence of 3 mol % La(OTf)(3) or 5 mol % Y(OTf)(3) at 20 °C. Preliminary mechanistic studies indicate that the reaction proceeds through imine addition followed by decarboxylation.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Compostos de Sulfônio
/
Ésteres
/
Cetoácidos
Idioma:
En
Ano de publicação:
2012
Tipo de documento:
Article