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Synlett 2020; 31(19): 1843-1850
DOI: 10.1055/s-0040-1707216
synpacts
© Georg Thieme Verlag Stuttgart · New York

Nickel-Catalyzed Asymmetric Cross-Electrophile Coupling Reactions

Youxiang Jin
a   Hefei National Laboratory for Physical Science at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. of China
,
Chuan Wang  ∗
a   Hefei National Laboratory for Physical Science at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. of China
b   Center for Excellence in Molecular Synthesis of CAS, Hefei, Anhui 230026, P. R. of China   Email: chuanw@ustc.edu.cn
› Author AffiliationsThis work is supported by National Natural Science Foundation of China (Grant No. 21772183), Fundamental Research Funds for the Central Universities (WK2060190086), 1000-Youth Talents Plan start-up funding, and the University of Science and Technology of China.
Further Information

Publication History

Received: 21 May 2020

Accepted after revision: 23 June 2020

Publication Date:
27 July 2020 (online)

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Abstract

The merger of cross-electrophile coupling and asymmetric catalysis provides a novel approach to the preparation of optically active compounds. This method is often endowed with high step economy, mild conditions, and excellent tolerance of functional groups. Recent advances in the research field of nickel-catalyzed asymmetric cross-electrophile coupling reactions are highlighted in this concise Synpacts article.

1 Introduction

2 Asymmetric Cross-Electrophile Coupling Reactions between Organohalides

3 Asymmetric Electrophilic Ring-Opening Reactions

4 Asymmetric Electrophilic Difunctionalization of Alkenes

4.1 Two-Component Electrophilic Difunctionalization of Alkenes Involving Arylnickelation as an Enantiodetermining Step

4.2 Two-Component Electrophilic Difunctionalization of Alkenes Involving Carbamoylnickelation as an Enantiodetermining Step

4.3 Three-Component Electrophilic Difunctionalization of Alkenes

5 Asymmetric Electrophilic Functionalization of Carbonyl Compounds

6 Summary

Key words

nickel catalysis - asymmetric catalysis - reductive cross-coupling - umpolung - electrophiles
 

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