Photoinduced copper-catalysed enantioselective amination of allylic and propargylic C–H bonds

The hydrogen atom transfer (HAT)-mediated strategy has emerged as a straightforward and powerful approach for oxidative C-H bond functionalization. However, despite remarkable progress in this field, enantioselective allylic and propargylic C-H aminations remain a challenge. In this study, we developed highly enantioselective allylic and propargylic C-H aminations by combining a visible light-activated HAT process with copper catalysis. Using this method, a wide range of alkenes and alkynes can be converted into high-value chiral allylic and propargylic amines with high enantio-, regio-, and <i>E</i>/<i>Z</i>-selectivity. These enantio-enriched amines serve as versatile building blocks in organic synthesis and hold significant potential for applications in the synthesis of pharmaceuticals, natural products and other bioactive molecules.

Authors

Institutions

Publication Details

Journal
Chemical Science
Published
2025-01-01
DOI
https://doi.org/10.1039/d5sc00872g
Citations
3
Primary Topic
Synthesis and Catalytic Reactions
Type
article
Field-Weighted Citation Impact
2.81

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Photoinduced copper-catalysed enantioselective amination of allylic and propargylic C–H bonds

Jingjun Wang, Ling Dai, Qi‐Lin Zhou, Junjia Chen et al.
3 citations
Chemical Science
Synthesis and Catalytic Reactions
2.81
article

Photoinduced copper-catalysed enantioselective amination of allylic and propargylic C–H bonds

Jingjun Wang, Ling Dai, Qi‐Lin Zhou, Junjia Chen, Yung‐Ming Chen
article en
3 citations

Abstract

The hydrogen atom transfer (HAT)-mediated strategy has emerged as a straightforward and powerful approach for oxidative C-H bond functionalization. However, despite remarkable progress in this field, enantioselective allylic and propargylic C-H aminations remain a challenge. In this study, we developed highly enantioselective allylic and propargylic C-H aminations by combining a visible light-activated HAT process with copper catalysis. Using this method, a wide range of alkenes and alkynes can be converted into high-value chiral allylic and propargylic amines with high enantio-, regio-, and <i>E</i>/<i>Z</i>-selectivity. These enantio-enriched amines serve as versatile building blocks in organic synthesis and hold significant potential for applications in the synthesis of pharmaceuticals, natural products and other bioactive molecules.

Chemical ScienceVol. 16(21)
Nankai University (CN)
National Natural Science Foundation of China, National Key Research and Development Program of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 11%
Synthesis and Catalytic Reactions
2.81
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.