Palladium-Catalyzed Stereoselective Cleavage of C-P Bond: Enantioselective Construction of Atropisomers Containing a P-Stereogenic Center.
Angew Chem Int Ed Engl
; 61(47): e202211710, 2022 Nov 21.
Article
in En
| MEDLINE
| ID: mdl-36168096
ABSTRACT
The transition-metal-catalyzed C-P bond cleavage has emerged as a powerful tool for the formation of both C-C and C-P bond. However, the transition-metal-catalyzed stereoselective cleavage of C-P bond is still undeveloped. Herein, we report a palladium-catalyzed stereoselective cleavage of C-P bond for the construction of P-stereogenic phosphines and stereogenic axis. This protocol enables the quick synthesis of atropisomers bearing a P-stereogenic center in high yields, diastereo- and enantioselectivities of up to 98 % ee, >25 1 dr. The product is able to serve as chiral catalyst in phosphine catalyzed [3+2] cycloaddition of allenoates to imines, showing the great potential of the present methodology.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Angew Chem Int Ed Engl
Year:
2022
Type:
Article
Affiliation country:
China