Literature DB >> 23855917

Asymmetric copper(I)-catalyzed azide-alkyne cycloaddition to quaternary oxindoles.

Feng Zhou1, Chen Tan, Jing Tang, Yan-Yan Zhang, Wei-Ming Gao, Hai-Hong Wu, Yi-Hua Yu, Jian Zhou.   

Abstract

We report a highly enantioselective Cu(I)-catalyzed azide-alkyne cycloaddition via asymmetric desymmetrization of oxindole-based 1,6-heptadiynes, which furnishes quaternary oxindoles bearing a 1,2,3-triazole-containing moiety with 84-98% ee.

Entities:  

Year:  2013        PMID： 23855917     DOI： 10.1021/ja4066656

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


  10 in total

1.  Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.

Authors:  Robert Connon; Brendan Roche; Balaji V Rokade; Patrick J Guiry
Journal:  Chem Rev       Date:  2021-05-21       Impact factor: 60.622

2.  Enantioselective Copper Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution.

Authors:  En-Chih Liu; Joseph J Topczewski
Journal:  J Am Chem Soc       Date:  2019-03-21       Impact factor: 15.419

3.  Kinetic Resolution of Cyclic Secondary Azides, Using an Enantioselective Copper-Catalyzed Azide-Alkyne Cycloaddition.

Authors:  Juliana R Alexander; Amy A Ott; En-Chih Liu; Joseph J Topczewski
Journal:  Org Lett       Date:  2019-05-22       Impact factor: 6.005

Review 4.  Recent Advances in Catalytic Alkyne Transformation via Copper Carbene Intermediates.

Authors:  Kuiyong Dong; Mengting Liu; Xinfang Xu
Journal:  Molecules       Date:  2022-05-11       Impact factor: 4.927

5.  Nonenzymatic enantioselective synthesis of all-carbon quaternary centers through desymmetrization.

Authors:  Kimberly S Petersen
Journal:  Tetrahedron Lett       Date:  2015-11-25       Impact factor: 2.415

6.  Enantioselective Nickel-Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution.

Authors:  En-Chih Liu; Joseph J Topczewski
Journal:  J Am Chem Soc       Date:  2021-04-02       Impact factor: 15.419

7.  Coetaneous catalytic kinetic resolution of alkynes and azides through asymmetric triazole formation.

Authors:  William D G Brittain; Andrew G Dalling; Zhenquan Sun; Cécile S Le Duff; Louise Male; Benjamin R Buckley; John S Fossey
Journal:  Sci Rep       Date:  2019-10-21       Impact factor: 4.379

8.  Enantioselective synthesis of P-chiral tertiary phosphine oxides with an ethynyl group via Cu(i)-catalyzed azide-alkyne cycloaddition.

Authors:  Ren-Yi Zhu; Long Chen; Xiao-Si Hu; Feng Zhou; Jian Zhou
Journal:  Chem Sci       Date:  2019-11-06       Impact factor: 9.825

9.  Desymmetrization of unactivated bis-alkenes via chiral Brønsted acid-catalysed hydroamination.

Authors:  Zhang-Long Yu; Yong-Feng Cheng; Na-Chuan Jiang; Jian Wang; Li-Wen Fan; Yue Yuan; Zhong-Liang Li; Qiang-Shuai Gu; Xin-Yuan Liu
Journal:  Chem Sci       Date:  2020-05-20       Impact factor: 9.825

10.  Kinetic resolution of cyclic benzylic azides enabled by site- and enantioselective C(sp3)-H oxidation.

Authors:  Pengbo Ye; Aili Feng; Lin Wang; Min Cao; Rongxiu Zhu; Lei Liu
Journal:  Nat Commun       Date:  2022-03-25       Impact factor: 14.919
  10 in total

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