Direct C4-Acetoxylation of Tryptophan and Tryptophan-Containing Peptides via Palladium(II)-Catalyzed C-H Activation.
Org Lett
; 23(12): 4699-4704, 2021 06 18.
Article
in En
| MEDLINE
| ID: mdl-34060854
ABSTRACT
An efficient regioselective palladium(II)-catalyzed C(sp2)-H 4-acetoxylation of tryptophan and tryptophan-containing peptides is described. This transformation achieves the direct construction of C-O bonds at the tryptophan C4-position and features good functional group tolerance. The 4-hydroxyl compound was obtained by removing acetyl after C4-acetoxylation of tryptophan derivatives and tryptophan-containing dipeptides. This method provides a novel strategy for the synthesis of 4-substituted tryptophan derivatives and modification of tryptophan-containing peptides.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Peptides
/
Tryptophan
/
Dipeptides
Language:
En
Journal:
Org Lett
Journal subject:
BIOQUIMICA
Year:
2021
Document type:
Article
Affiliation country:
China