Synthesis of Chiral Endocyclic Allenes by Palladium-Catalyzed Asymmetric Annulation Followed by Cope Rearrangement.
Angew Chem Int Ed Engl
; 61(24): e202117215, 2022 Jun 13.
Article
em En
| MEDLINE
| ID: mdl-35333435
Catalytic asymmetric synthesis of chiral endocyclic allenes remains a challenge in allene chemistry owing to unfavored tension and complex chirality. Here, we present a new relay strategy merging Pd-catalyzed asymmetric [3+2] annulation with enyne-Cope rearrangement, providing a facile route to chiral 9-membered endocyclic allenes with high efficiency and enantioselectivity. Moreover, theoretical calculations and experimental studies were performed to illustrate the critical, but unusual Cope rearrangement that allows for the complete central-to-axial chirality transfer.
Texto completo:
1
Base de dados:
MEDLINE
Idioma:
En
Ano de publicação:
2022
Tipo de documento:
Article