Organo-Photoredox Catalyzed gem-Difluoroallylation of Glycine and Glycine Residue in Peptides.
J Org Chem
; 89(6): 4056-4066, 2024 03 15.
Article
in En
| MEDLINE
| ID: mdl-38449357
ABSTRACT
An organo-photoredox catalyzed gem-difluoroallylation of glycine with α-trifluoromethyl alkenes via direct C(sp3)-H functionalization of glycine and C-F bond activation of α-trifluoromethyl alkenes has been described. As a consequence, a broad range of gem-difluoroalkene-containing unnatural amino acids are afforded in moderate to excellent yields. This reaction exhibits multiple merits such as readily available starting materials, broad substrate scope, and mild reaction conditions. The feasibility of this reaction has been highlighted by the late-stage modification of several peptides as well as the improved in vitro antifungal activity of compound 3v toward Valsa mali compared to that with commercial azoxystrobin.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Amino Acids
/
Glycine
Language:
En
Journal:
J Org Chem
Year:
2024
Document type:
Article