Asymmetric Formal\n[5 + 2] Annulation of 3‑Hydroxyquinolinones\nand Vinylethylene Carbonates through Pd/Cu Tandem Catalysis

The\nasymmetric [5 + 2] cycloaddition of VECs remains to be comparatively\nrare. Herein, we reported an enantioselective formal [5 + 2] annulation\nof 3-hydroxyquinolinones and vinylethylene carbonates (VECs) through\nPd- and Cu-catalyzed tandem allylation/asymmetric [1,3]-rearrangement/hemiketalization\nsequences. The strategy exhibits good substrate tolerance, affording\na wide range of tricyclic quinolinones bearing two adjacent quaternary\nstereocenters in moderate to good yields with excellent enantioselectivities.

Publication Details

Journal
Figshare
Published
2024-11-21
DOI
https://doi.org/10.1021/acs.orglett.4c03956.s001
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Asymmetric Formal\n[5 + 2] Annulation of 3‑Hydroxyquinolinones\nand Vinylethylene Carbonates through Pd/Cu Tandem Catalysis

Figshare
Catalytic C–H Functionalization Methods
article

Asymmetric Formal\n[5 + 2] Annulation of 3‑Hydroxyquinolinones\nand Vinylethylene Carbonates through Pd/Cu Tandem Catalysis

article en

Abstract

The\nasymmetric [5 + 2] cycloaddition of VECs remains to be comparatively\nrare. Herein, we reported an enantioselective formal [5 + 2] annulation\nof 3-hydroxyquinolinones and vinylethylene carbonates (VECs) through\nPd- and Cu-catalyzed tandem allylation/asymmetric [1,3]-rearrangement/hemiketalization\nsequences. The strategy exhibits good substrate tolerance, affording\na wide range of tricyclic quinolinones bearing two adjacent quaternary\nstereocenters in moderate to good yields with excellent enantioselectivities.

Figshare
Openalex Percentile: Top 70%
Catalytic C–H Functionalization Methods
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.