Preparative-Scale Synthesis of Vedejs Chiral DMAP Catalysts.
作者信息
Kinens Artis, Balkaitis Simonas, Suna Edgars
机构信息
Latvian Institute of Organic Synthesis , Aizkraukles 21 , LV-1006 Riga , Latvia.
Department of Chemistry , University of Latvia , Jelgavas 1 , LV-1004 Riga , Latvia.
出版信息
J Org Chem. 2018 Oct 19;83(20):12449-12459. doi: 10.1021/acs.joc.8b01687. Epub 2018 Oct 10.
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 ZnCl(amine) complexes. A series of Zn(II)-amine complexes have been synthesized to explore the scope of the ZnCl-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.
Zotero 插件