Stereoselective Oxidative Mannich Reaction of Ketones with Dihydrodibenzo-Oxazepines via a Merger of Photoredox-/Electro-Catalysis with Organocatalysis.
ChemSusChem
; 15(12): e202200415, 2022 Jun 22.
Article
en En
| MEDLINE
| ID: mdl-35343096
ABSTRACT
An enantio- and diastereoselective sp3 -sp3 coupling of acyclic/cyclic ketones with dihydrodibenzo-oxazepines has been developed by merging visible light photo-redox- or electro-catalysis with organocatalysis. This approach parallelly utilizes Eosin Y or graphite electrodes for the co-catalyst-free oxidative conversion of dihydrodibenzo-oxazepines to oxazepines, followed by L-Proline catalyzed direct Mannich-type reaction with ketones. A series of enantioenriched dihydrodibenzo-oxazepines have been prepared in high yields and enantioselectivity. This method shows substantial advantages over the existing protocols by using potentially safer starting materials and cheap commercially available catalysts.
Palabras clave
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Oxazepinas
/
Cetonas
Idioma:
En
Revista:
ChemSusChem
Asunto de la revista:
QUIMICA
/
TOXICOLOGIA
Año:
2022
Tipo del documento:
Article
País de afiliación:
India