A new silicon lewis acid for highly enantioselective mannich reactions of aliphatic ketone-derived hydrazones.
J Am Chem Soc
; 130(21): 6676-7, 2008 May 28.
Article
em En
| MEDLINE
| ID: mdl-18444641
ABSTRACT
The first general method for the highly enantioselective Mannich reaction of aliphatic ketimines is reported. A new, second generation chiral silane Lewis acid has been developed that promotes the reaction between ketone-derived hydrazones and silyl ketene acetals, providing the beta,beta-disubstituted beta-amino esters with good enantioselectivity even for the hydrazone derived from 2-butanone (methyl vs ethyl, 91% ee). Several examples are provided, including a reaction with a substituted (propanoate-derived) silyl ketene acetal.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Silanos
/
Aminoácidos
/
Hidrazonas
/
Cetonas
Idioma:
En
Revista:
J Am Chem Soc
Ano de publicação:
2008
Tipo de documento:
Article
País de afiliação:
Estados Unidos