Enantioselective Amination of ß-Keto Esters Catalyzed by Chiral Calcium Phosphates.
Chemistry
; 28(37): e202200907, 2022 Jul 01.
Article
em En
| MEDLINE
| ID: mdl-35508801
ABSTRACT
A catalytic enantioselective amination of ß-keto esters using (S)-BINOL chiral calcium phosphate has been developed. The reaction produces chiral α-amino-ß-keto ester derivatives in most cases with moderate to excellent enantioselectivities (up to 99 %) and good yields (up to 99 %). This mild synthetic method highlights a low catalyst loading and high catalytic efficiency. When the substrate backbone was changed to 1-tetralone-derived ß-keto esters, unexpectedly high yields of selective redox products were obtained. The practicality of the reaction was realized by a scale-up without any significant loss in the enantioselectivity and yield. Chiral calcium phosphate was successfully recovered and reused for four runs, indicating its stability and high catalytic activity.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Fosfatos de Cálcio
/
Ésteres
Idioma:
En
Ano de publicação:
2022
Tipo de documento:
Article