Model for the Enantioselectivity of Asymmetric Intramolecular Alkylations by Bis-Quaternized Cinchona Alkaloid-Derived Catalysts.
J Org Chem
; 82(16): 8645-8650, 2017 08 18.
Article
em En
| MEDLINE
| ID: mdl-28731701
ABSTRACT
A model for the stereoselectivity of intramolecular alkylations by N,N'-disubstituted cinchona alkaloids reported by Xiang et al. was established using density functional theory (DFT) calculations. The stereocontrol is based on the minimal distortion of the transition state (TS) and catalyst required to achieve favorable electrostatic interactions in the favored TS. Counterions must be included in computational modeling of ion-paired catalysis in order to reproduce experimental enantioselectivity.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Compostos de Espiro
/
Alcaloides de Cinchona
Idioma:
En
Ano de publicação:
2017
Tipo de documento:
Article