Noncovalent Interactions in the Oxazaborolidine-Catalyzed Enantioselective Mukaiyama Aldol.
J Org Chem
; 87(15): 10054-10061, 2022 08 05.
Article
en En
| MEDLINE
| ID: mdl-35849546
Current models for oxazaborolidine-catalyzed transition-state structures are determined by C-H···O-B and C-H···OâS formyl hydrogen bonding between the electrophile and catalyst. However, selectivity in the oxazaborolidine-catalyzed Mukaiyama aldol cannot be fully rationalized using these models. Combined density functional theory and noncovalent interaction analyses reveal a new reaction model relying on C-H···O, C-H···π, and π-π interactions between the nucleophile, electrophile, and catalyst to induce selectivity.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Aldehídos
/
Hidrógeno
Idioma:
En
Revista:
J Org Chem
Año:
2022
Tipo del documento:
Article
Pais de publicación:
Estados Unidos