Chiral π-Cu(II) Catalysts for the Enantioselective α-Amination of N-Acyl-3,5-dimethylpyrazoles.
Org Lett
; 24(41): 7685-7689, 2022 Oct 21.
Article
in En
| MEDLINE
| ID: mdl-36215133
ABSTRACT
We report the highly enantioselective α-amination of N-acyl-3,5-dimethylpyrazoles with dialkyl azodicarboxylates, catalyzed by in situ generated π-Cu(II) complexes that consist of Cu(OTf)2 and N-(5H-dibenzo[a,d][7]annulen-5-yl)-l-alanine-derived amides, to give the corresponding products as d-α-amino acid derivatives (up to >99% yield and 99% ee). The site-selectivity and enantioselectivity can be satisfactorily explained by the coordination of dialkyl azodicarboxylate with π-Cu(II) complex. The synthetic potential of this one-pot transformation to the α-amino ester is also described.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Amides
/
Amino Acids
Language:
En
Journal:
Org Lett
Journal subject:
BIOQUIMICA
Year:
2022
Document type:
Article
Affiliation country:
Japan