Palladium-Catalyzed Asymmetric Tandem Carbonylation-Heck Reaction of Cyclopentenes to Access Chiral Bicyclo3.2.1octenes

A palladium-catalyzed asymmetric tandem carbonylation-Heck reaction of cyclopentenes with carbon monoxide (CO) has been disclosed. This desymmetrization procedure afforded a series of bicyclo[3.2.1]octenes with one chiral quaternary and one tertiary carbon center in good yields with good enantiosele...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2024-10, Vol.26 (39), p.8244
Main Authors: Liu, Pengyun, Dong, Hongyue, Gong, Baihui, Gao, Shang, Lin, Aijun, Yao, Hequan
Format: Article
Language:English
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A palladium-catalyzed asymmetric tandem carbonylation-Heck reaction of cyclopentenes with carbon monoxide (CO) has been disclosed. This desymmetrization procedure afforded a series of bicyclo[3.2.1]octenes with one chiral quaternary and one tertiary carbon center in good yields with good enantioselectivities. This reaction proceeds via an acyl-palladium intermediate, followed by migratory insertion of the alkenes.A palladium-catalyzed asymmetric tandem carbonylation-Heck reaction of cyclopentenes with carbon monoxide (CO) has been disclosed. This desymmetrization procedure afforded a series of bicyclo[3.2.1]octenes with one chiral quaternary and one tertiary carbon center in good yields with good enantioselectivities. This reaction proceeds via an acyl-palladium intermediate, followed by migratory insertion of the alkenes.
ISSN:1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c02719