Preparative-Scale Synthesis of Vedejs Chiral DMAP Catalysts.
J Org Chem
; 83(20): 12449-12459, 2018 Oct 19.
Article
in En
| MEDLINE
| ID: mdl-30256638
ABSTRACT
A scalable synthesis of chiral Vedejs-type DMAP catalysts is reported. The key step of the synthesis is amination of the enantiomerically pure 4-chloropyridine derivative using well-defined ZnCl2(amine)2 complexes. A series of Zn(II)-amine complexes have been synthesized to explore the scope of the ZnCl2-mediated amination of 4-halopyridines. Mechanistic studies support a Zn(II)-facilitated nucleophilic aromatic substitution as a plausible mechanism for the chlorine-to-amine exchange.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
J Org Chem
Year:
2018
Document type:
Article
Affiliation country:
Latvia