Asymmetric copper-catalyzed alkynylallylic monofluoroalkylations with fluorinated malonates.
Chem Commun (Camb)
; 60(31): 4210-4213, 2024 Apr 11.
Article
in En
| MEDLINE
| ID: mdl-38525587
ABSTRACT
The unprecedented copper-catalyzed asymmetric alkynylallylic monofluoroalkylation reaction is described via the use of 1,3-enynes and fluorinated malonates. A series of 1,4-enynes bearing a monofluoroalkyl unit are achieved in high yields, excellent regio- and enantioselectivity and high E/Z selectivity. The asymmetric propargylic monofluoroalkylation is also developed. The reliability and synthetic value of the work are highlighted by a gram-scale test and a couple of downstream transformations. Preliminary mechanistic studies unveil a negative nonlinear effect for the catalytic process.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Chem Commun (Camb)
Journal subject:
QUIMICA
Year:
2024
Document type:
Article
Affiliation country:
China