Enantioselective Total Synthesis of Potent 9ß-11-Hydroxyhexahydrocannabinol.
J Org Chem
; 85(2): 1291-1297, 2020 01 17.
Article
en En
| MEDLINE
| ID: mdl-31833372
The first total synthesis of potent cannabinoid, 9ß-11-hydroxyhexahydrocannabinol, is achieved through a proline-catalyzed inverse-electron-demand Diels-Alder reaction. Using this asymmetric catalysis, the cyclohexane ring is constructed with two chiral centers as a single diastereomer with 97% ee. The creation of the third chiral center and benzopyran ring is demonstrated with the elegant synthetic strategies. This mild and efficient synthetic methodology provides a new route for the asymmetric synthesis of the other potent hexahydrocannabinols.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Dronabinol
Idioma:
En
Revista:
J Org Chem
Año:
2020
Tipo del documento:
Article
País de afiliación:
India
Pais de publicación:
Estados Unidos