Asymmetric Synthesis of ß-Indolyl Cyclopentanones and Cyclopentylamides with an All-Carbon Quaternary Stereocenter via Chiral Phosphoric Acid Catalyzed Friedel-Crafts Alkylation Reactions.
Org Lett
; 21(10): 3563-3567, 2019 05 17.
Article
en En
| MEDLINE
| ID: mdl-31021651
The asymmetric Friedel-Crafts alkylation reactions of indoles with ß-substituted cyclopentenimines enabled by chiral phosphoric acid catalysis has been developed, which affords adducts possessing an all-carbon stereocenter with high levels of enantioselectivities. Furthermore, the addition products could be readily converted into two types of useful but previously challenging chiral building blocks, such as ß-alkyl-ß-indolyl cyclopentanones and ß-alkyl-ß-indolyl cyclopentylamides, in one pot via in situ hydrolysis or reduction without erosion of chiral information.
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1
Colección:
01-internacional
Base de datos:
MEDLINE
Idioma:
En
Revista:
Org Lett
Asunto de la revista:
BIOQUIMICA
Año:
2019
Tipo del documento:
Article
País de afiliación:
China
Pais de publicación:
Estados Unidos