Organocatalyzed Asymmetric 1,6-Conjugate Addition of para-Quinone Methides with Dicyanoolefins.
Org Lett
; 18(3): 428-31, 2016 Feb 05.
Article
em En
| MEDLINE
| ID: mdl-26760214
ABSTRACT
A chiral thiourea catalyzed asymmetric 1,6-conjugate addition of para-quinone methides with dicyanoolefins has been developed. The reaction provided an efficient approach to the synthesis of chiral diarylmethine skeletons in good yields (up to 99% yield) with high diastereo- and enantioselectivity (>201 dr and up to 99.50.5 er), also on a gram scale. The preliminary mechanistic study showed that the remote stereocontrol was achieved through intermolecular hydrogen-bond interaction between the chiral thiourea catalyst and the para-quinone methides directly for the first time.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Cicloparafinas
/
Indolquinonas
Idioma:
En
Revista:
Org Lett
Ano de publicação:
2016
Tipo de documento:
Article