Literature DB >> 33473126

Catalytic enantioselective C(sp3)-H functionalization involving radical intermediates.

Chi Zhang1, Zhong-Liang Li2, Qiang-Shuai Gu3, Xin-Yuan Liu4.   

Abstract

Recently, with the boosted development of radical chemistry, enantioselective functionalization of C(sp3)-H bonds via a radical pathway has witnessed a renaissance. In principle, two distinct catalytic modes, distinguished by the steps in which the stereochemistry is determined (the radical formation step or the radical functionalization step), can be devised. This Perspective discusses the state-of-the-art in the area of catalytic enantioselective C(sp3)-H functionalization involving radical intermediates as well as future challenges and opportunities.

Entities:  

Year:  2021        PMID: 33473126      PMCID: PMC7817665          DOI: 10.1038/s41467-020-20770-4

Source DB:  PubMed          Journal:  Nat Commun        ISSN: 2041-1723            Impact factor:   14.919


  84 in total

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4.  Asymmetric Lewis Acid Catalyzed Electrochemical Alkylation.

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5.  Copper-Catalyzed Asymmetric Coupling of Allenyl Radicals with Terminal Alkynes to Access Tetrasubstituted Allenes.

Authors:  Xiao-Yang Dong; Tian-Ya Zhan; Sheng-Peng Jiang; Xiao-Dong Liu; Liu Ye; Zhong-Liang Li; Qiang-Shuai Gu; Xin-Yuan Liu
Journal:  Angew Chem Int Ed Engl       Date:  2020-11-27       Impact factor: 15.336

6.  Enantioselective Construction of Quaternary All-Carbon Centers via Copper-Catalyzed Arylation of Tertiary Carbon-Centered Radicals.

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Journal:  J Am Chem Soc       Date:  2019-01-25       Impact factor: 15.419

7.  Light-driven deracemization enabled by excited-state electron transfer.

Authors:  Nick Y Shin; Jonathan M Ryss; Xin Zhang; Scott J Miller; Robert R Knowles
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8.  Chiral acid-catalysed enantioselective C-H functionalization of toluene and its derivatives driven by visible light.

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9.  Stereoselective Radical C-H Alkylation with Acceptor/Acceptor-Substituted Diazo Reagents via Co(II)-Based Metalloradical Catalysis.

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Journal:  Chem Sci       Date:  2015-02       Impact factor: 9.825

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  10 in total

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2.  Radical C(sp3)-H functionalization and cross-coupling reactions.

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Journal:  Nat Rev Chem       Date:  2022-05-17       Impact factor: 34.571

3.  Enantioselective and Diastereodivergent Allylation of Propargylic C-H Bonds.

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4.  Copper-Catalyzed Cross-Coupling of Benzylic C-H Bonds and Azoles with Controlled N-Site Selectivity.

Authors:  Si-Jie Chen; Dung L Golden; Shane W Krska; Shannon S Stahl
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Review 5.  Strategies That Utilize Ion Pairing Interactions to Exert Selectivity Control in the Functionalization of C-H Bonds.

Authors:  James E Gillespie; Alexander Fanourakis; Robert J Phipps
Journal:  J Am Chem Soc       Date:  2022-09-30       Impact factor: 16.383

6.  Metalloradical Activation of In Situ-Generated α-Alkynyldiazomethanes for Asymmetric Radical Cyclopropanation of Alkenes.

Authors:  Jing Ke; Wan-Chen Cindy Lee; Xiaoxu Wang; Yong Wang; Xin Wen; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2022-01-31       Impact factor: 16.383

7.  Radical differentiation of two ester groups in unsymmetrical diazomalonates for highly asymmetric olefin cyclopropanation.

Authors:  Jingyi Wang; Jingjing Xie; Wan-Chen Cindy Lee; Duo-Sheng Wang; X Peter Zhang
Journal:  Chem Catal       Date:  2021-12-29

8.  Diverse synthesis of α-tertiary amines and tertiary alcohols via desymmetric reduction of malonic esters.

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9.  Palladium-catalyzed asymmetric allylic 4-pyridinylation via electroreductive substitution reaction.

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10.  New Catalytic Radical Process Involving 1,4-Hydrogen Atom Abstraction: Asymmetric Construction of Cyclobutanones.

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Journal:  J Am Chem Soc       Date:  2021-07-22       Impact factor: 16.383

  10 in total

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