Literature DB >> 26565926

Catalytic Enantioselective Diarylation of Alkenes.

Wei You1, M Kevin Brown1.   

Abstract

A method for the catalytic enantioselective diarylation of alkenes is presented. The method allowed for the synthesis of highly enantioenriched 2,3-dihydrobenzofurans and indolines containing molecules from readily available substrates. Furthermore, this method allowed for the enantioselective synthesis of quaternary carbons. Based on mechanism studies, the process likely functions by enantioselective insertion of an alkene into an Ar-CuBenzP* complex to generate a Csp(3)-Cu complex. Capture of this intermediate with an ArX led to formation of the desired product.

Entities:  

Year:  2015        PMID: 26565926     DOI: 10.1021/jacs.5b10176

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  13 in total

1.  Enantioselective Radical Addition/Cross-Coupling of Organozinc Reagents, Alkyl Iodides, and Alkenyl Boron Reagents.

Authors:  Matteo Chierchia; Peilin Xu; Gabriel J Lovinger; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-28       Impact factor: 15.336

2.  Nickel-Catalyzed Stereoselective Diarylation of Alkenylarenes.

Authors:  Pin Gao; Liang-An Chen; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2018-08-20       Impact factor: 15.419

3.  RhodiumIII-catalyzed remote difunctionalization of arenes assisted by a relay directing group.

Authors:  Lincong Sun; Yuyao Zhao; Bingxian Liu; Junbiao Chang; Xingwei Li
Journal:  Chem Sci       Date:  2022-05-30       Impact factor: 9.969

4.  Palladium-Catalyzed Enantioselective Redox-Relay Heck Arylation of 1,1-Disubstituted Homoallylic Alcohols.

Authors:  Zhi-Min Chen; Margaret J Hilton; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2016-09-01       Impact factor: 15.419

5.  New Bisoxazoline Ligands Enable Enantioselective Electrocatalytic Cyanofunctionalization of Vinylarenes.

Authors:  Niankai Fu; Lu Song; Jinjian Liu; Yifan Shen; Juno C Siu; Song Lin
Journal:  J Am Chem Soc       Date:  2019-09-09       Impact factor: 15.419

6.  Nickel-catalyzed difunctionalization of allyl moieties using organoboronic acids and halides with divergent regioselectivities.

Authors:  Wanfang Li; Jie Kang Boon; Yu Zhao
Journal:  Chem Sci       Date:  2017-10-26       Impact factor: 9.825

7.  Ni-catalysed regioselective 1,2-diarylation of unactivated olefins by stabilizing Heck intermediates as pyridylsilyl-coordinated transient metallacycles.

Authors:  Surendra Thapa; Roshan K Dhungana; Rajani Thapa Magar; Bijay Shrestha; Shekhar Kc; Ramesh Giri
Journal:  Chem Sci       Date:  2017-11-27       Impact factor: 9.825

8.  Nickel-Catalyzed Asymmetric Reductive Diarylation of Vinylarenes.

Authors:  David Anthony; Qiao Lin; Judith Baudet; Tianning Diao
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-11       Impact factor: 15.336

9.  Nickel-catalyzed three-component olefin reductive dicarbofunctionalization to access alkylborates.

Authors:  Xiao-Xu Wang; Xi Lu; Shi-Jiang He; Yao Fu
Journal:  Chem Sci       Date:  2020-07-08       Impact factor: 9.825

10.  Nickel-catalyzed asymmetric reductive aryl-allylation of unactivated alkenes.

Authors:  Zhiyang Lin; Youxiang Jin; Weitao Hu; Chuan Wang
Journal:  Chem Sci       Date:  2021-04-09       Impact factor: 9.825

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