Literature DB >> 31802082

Recent advances in copper-catalysed radical-involved asymmetric 1,2-difunctionalization of alkenes.

Zhong-Liang Li1, Gui-Chun Fang, Qiang-Shuai Gu, Xin-Yuan Liu.   

Abstract

The radical-involved 1,2-difunctionalization of alkenes has developed into a robust tool for preparation of complex organic molecules. Despite significant advances in this area, the catalytic asymmetric version still remains a challenging task mainly due to the difficulty in the stereocontrol of the highly reactive radical intermediates. Recently, owing to the good single-electron transfer ability and coordination with chiral ligands of copper catalysts, remarkable achievements in radical-involved asymmetric alkene difunctionalization have been made via synergistic combination of copper and chiral ligands. This tutorial review highlights the recent progress in copper-catalysed radical-involved asymmetric 1,2-difunctionalization of alkenes and the mechanistic scenarios governing the stereocontrol, with an emphasis on utilization of chiral ligands.

Entities:  

Year:  2020        PMID: 31802082     DOI: 10.1039/c9cs00681h

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  31 in total

1.  Synthesis of Benzylureas and Related Amine Derivatives via Copper-Catalyzed Three-Component Carboamination of Styrenes.

Authors:  Jonathan J Kennedy-Ellis; Erik D Boldt; Sherry R Chemler
Journal:  Org Lett       Date:  2020-10-19       Impact factor: 6.005

2.  Electroreductive Carbofunctionalization of Alkenes with Alkyl Bromides via a Radical-Polar Crossover Mechanism.

Authors:  Wen Zhang; Song Lin
Journal:  J Am Chem Soc       Date:  2020-11-24       Impact factor: 15.419

3.  Nickel-Catalyzed Dicarbofunctionalization of Alkenes.

Authors:  Xiaoxu Qi; Tianning Diao
Journal:  ACS Catal       Date:  2020-07-02       Impact factor: 13.084

4.  Copper-catalyzed enantioselective alkene carboetherification for the synthesis of saturated six-membered cyclic ethers.

Authors:  Ilyas A Berhane; Ameya S Burde; Jonathan J Kennedy-Ellis; Eva Zurek; Sherry R Chemler
Journal:  Chem Commun (Camb)       Date:  2021-09-30       Impact factor: 6.065

5.  Allene Trifunctionalization via Amidyl Radical Cyclization and TEMPO Trapping.

Authors:  Robert M Ward; Jennifer M Schomaker
Journal:  J Org Chem       Date:  2021-06-14       Impact factor: 4.354

6.  Developments in Photoredox/Nickel Dual-Catalyzed 1,2-Difunctionalizations.

Authors:  Shorouk O Badir; Gary A Molander
Journal:  Chem       Date:  2020-06-11       Impact factor: 22.804

Review 7.  Stereoinduction in Metallaphotoredox Catalysis.

Authors:  Alexander Lipp; Shorouk O Badir; Gary A Molander
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-01       Impact factor: 15.336

8.  General Method for Enantioselective Three-Component Carboarylation of Alkenes Enabled by Visible-Light Dual Photoredox/Nickel Catalysis.

Authors:  Lei Guo; Mingbin Yuan; Yanyan Zhang; Fang Wang; Shengqing Zhu; Osvaldo Gutierrez; Lingling Chu
Journal:  J Am Chem Soc       Date:  2020-11-19       Impact factor: 15.419

Review 9.  Copper-catalyzed functionalization of enynes.

Authors:  Quentin Dherbassy; Srimanta Manna; Fabien J T Talbot; Watcharapon Prasitwatcharakorn; Gregory J P Perry; David J Procter
Journal:  Chem Sci       Date:  2020-10-07       Impact factor: 9.825

10.  Catalyst-free carbosilylation of alkenes using silyl boronates and organic fluorides via selective C-F bond activation.

Authors:  Jun Zhou; Bingyao Jiang; Yamato Fujihira; Zhengyu Zhao; Takanori Imai; Norio Shibata
Journal:  Nat Commun       Date:  2021-06-18       Impact factor: 14.919

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