Literature DB >> 25360824

Enantioposition-selective copper-catalyzed azide-alkyne cycloaddition for construction of chiral biaryl derivatives.

Takao Osako1, Yasuhiro Uozumi.   

Abstract

A highly enantioposition-selective copper-catalyzed azide-alkyne cycloaddition (CuAAC) of dialkynes bearing prochiral biaryls has been developed for the construction of 1,2,3-triazoles bearing axially chiral biaryl groups in up to 76% yield and up to 99% ee.

Entities:  

Year:  2014        PMID： 25360824     DOI： 10.1021/ol502778j

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  6 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

4.  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

5.  Stereoselective Synthesis of Mechanically Planar Chiral Rotaxanes.

Authors:  Michael A Jinks; Alberto de Juan; Mathieu Denis; Catherine J Fletcher; Marzia Galli; Ellen M G Jamieson; Florian Modicom; Zhihui Zhang; Stephen M Goldup
Journal:  Angew Chem Int Ed Engl       Date:  2018-10-17       Impact factor: 15.336

6.  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
  6 in total

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