Cobalt-Catalyzed Cross-Coupling of Grignards with Allylic and Vinylic Bromides: Use of Sarcosine as a Natural Ligand.
J Org Chem
; 80(15): 7803-9, 2015 Aug 07.
Article
en En
| MEDLINE
| ID: mdl-26158563
ABSTRACT
Sarcosine was discovered to be an excellent ligand for cobalt-catalyzed carbon-carbon cross-coupling of Grignard reagents with allylic and vinylic bromides. The Co(II)/sarcosine catalytic system is shown to perform efficiently when phenyl and benzyl Grignards are coupled with alkenyl bromides. Notably, previously unachievable Co-catalyzed coupling of allylic bromides with Grignards to linearly coupled α-products was also realized with Co(II)/sarcosine catalyst. This method was used for efficient preparation of the key intermediate in an alternative synthesis of the antihyperglycemic drug sitagliptin.
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Sarcosina
/
Compuestos de Vinilo
/
Compuestos Alílicos
/
Fosfato de Sitagliptina
/
Hipoglucemiantes
Idioma:
En
Año:
2015
Tipo del documento:
Article