Design and synthesis of Indol-PHOX: a new class of modular phosphine–oxazoline ligands for palladium-catalyzed enantioselective decarboxylative allylation

A novel class of chiral and modular P,N-ligands featuring an indolizine core (Indol-PHOX) has been developed, successfully enabling the highly efficient and enantioselective palladium-catalyzed decarboxylative allylation of various α-fluoro-β-ketoesters to access valuable α-allyl-α-fluoro ketones with yields up to 99% and 96% ee. This process exhibits a broad substrate scope, demonstrating good tolerance for both electron-withdrawing and electron-donating groups, as well as substitution patterns of the substrates. The reaction is scalable to the gram level, and subsequent post-functionalization reactions proceed successfully without erosion of enantiopurity.

Authors

Institutions

Publication Details

Journal
RSC Advances
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ra04775g
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

Design and synthesis of Indol-PHOX: a new class of modular phosphine–oxazoline ligands for palladium-catalyzed enantioselective decarboxylative allylation

Tahar Ayad, David Virieux, Anzhela Karapetyan, Phannarath Phansavath et al.
RSC Advances
Catalytic C–H Functionalization Methods
article

Design and synthesis of Indol-PHOX: a new class of modular phosphine–oxazoline ligands for palladium-catalyzed enantioselective decarboxylative allylation

Tahar Ayad, David Virieux, Anzhela Karapetyan, Phannarath Phansavath, Virginie Ratovelomanana‐Vidal, Laura Borrel
article en

Abstract

A novel class of chiral and modular P,N-ligands featuring an indolizine core (Indol-PHOX) has been developed, successfully enabling the highly efficient and enantioselective palladium-catalyzed decarboxylative allylation of various α-fluoro-β-ketoesters to access valuable α-allyl-α-fluoro ketones with yields up to 99% and 96% ee. This process exhibits a broad substrate scope, demonstrating good tolerance for both electron-withdrawing and electron-donating groups, as well as substitution patterns of the substrates. The reaction is scalable to the gram level, and subsequent post-functionalization reactions proceed successfully without erosion of enantiopurity.

RSC AdvancesVol. 15(41)
École Nationale Supérieure de Chimie de Montpellier (FR), Centre National de la Recherche Scientifique (FR), Chimie ParisTech - PSL (FR), Université de Montpellier (FR), Université Paris Sciences et Lettres (FR), Institut Charles Gerhardt Montpellier (FR)
Openalex Percentile: Top 81%
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.

Design and synthesis of Indol-PHOX: a new class of modular phosphine–oxazoline ligands for palladium-catalyzed enantioselective decarboxylative allylation — Tahar Ayad, David Virieux, et al. · RSC Advances (2025) | TGRS Research Map | TGRS