Asymmetric Formal Coupling of ß-Ketoesters with Quinones Promoted by a Chiral Bifunctional N-Heterocyclic Olefin.
Org Lett
; 25(39): 7247-7251, 2023 Oct 06.
Article
in En
| MEDLINE
| ID: mdl-37750718
ABSTRACT
A highly enantioselective formal coupling of ß-ketoesters with quinones was accomplished by a chiral bifunctional N-heterocyclic olefin organocatalyst. With as low as 1 mol % catalyst loading, a number of enantioenriched quinone derivatives were afforded in good yields with high enantioselectivities and regioselectivities (up to 96% yield, 98% ee, and 191 rr). Gram-scale synthesis and the high inhibitory effect of several products on the viability of cancer cells demonstrate the potential utility of the current method.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Org Lett
Journal subject:
BIOQUIMICA
Year:
2023
Document type:
Article
Affiliation country:
China