Cobalt/Salox-Catalyzed Enantioselective C-H Functionalization of Arylphosphinamides.
Angew Chem Int Ed Engl
; 61(25): e202202892, 2022 06 20.
Article
em En
| MEDLINE
| ID: mdl-35385597
ABSTRACT
Previous methods on CoIII -catalyzed asymmetric C-H activation rely on the use of tailor-made cyclopentadienyl-ligated CoIII complexes, which require lengthy steps for the preparation. Herein, we report an unprecedented enantioselective C-H functionalization enabled by a simple cobalt/salicyloxazoline (Salox) catalysis. The chiral Salox ligands can be easily prepared in one step from salicylonitrile and chiral amino alcohols. A broad range of P-stereogenic compounds were synthesized in high yields with excellent enantioselectivities (45 examples, up to 99 % yield and >99 % ee). The isolation and characterization of several intermediates provided insights into the generation of active catalytic cobalt species, the action of Salox, and the mode of stereocontrol.
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01-internacional
Base de dados:
MEDLINE
Assunto principal:
Cobalto
Idioma:
En
Ano de publicação:
2022
Tipo de documento:
Article