Literature DB >> 24591330

Highly enantioselective kinetic resolution of axially chiral BINAM derivatives catalyzed by a Brønsted acid.

Dao-Juan Cheng1, Liang Yan, Shi-Kai Tian, Ming-Yue Wu, Lu-Xin Wang, Zi-Li Fan, Sheng-Cai Zheng, Xin-Yuan Liu, Bin Tan.   

Abstract

A highly efficient strategy for the kinetic resolution of axially chiral BINAM derivatives involving a chiral Brønsted acid-catalyzed imine formation and transfer hydrogenation cascade process was developed. The kinetic resolution provides a convenient route to chiral BINAM derivatives in high yields with excellent enantioselectivities.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  BINAM; Brønsted acids; axial chirality; enantioselectivity; kinetic resolution

Year:  2014        PMID： 24591330     DOI： 10.1002/anie.201310562

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  9 in total

1.  (R)-N,N'-Dimethyl-1,1'-binaphthyldiamine.

Authors:  Scott E Denmark; Pavel G Ryabchuk
Journal:  Organic Synth       Date:  2019-09-27

2.  Chiral Brønsted Acid Catalyzed Kinetic Resolutions.

Authors:  Kimberly S Petersen
Journal:  Asian J Org Chem       Date:  2016-03-07       Impact factor: 3.319

3.  Discovery and enantiocontrol of axially chiral urazoles via organocatalytic tyrosine click reaction.

Authors:  Ji-Wei Zhang; Jin-Hui Xu; Dao-Juan Cheng; Chuan Shi; Xin-Yuan Liu; Bin Tan
Journal:  Nat Commun       Date:  2016-02-11       Impact factor: 14.919

4.  Kinetic resolution of racemic 2-substituted 1,2-dihydroquinolines via asymmetric Cu-catalyzed borylation.

Authors:  Duanyang Kong; Suna Han; Rui Wang; Meina Li; Guofu Zi; Guohua Hou
Journal:  Chem Sci       Date:  2017-04-19       Impact factor: 9.825

5.  Bifunctional organocatalysts for the asymmetric synthesis of axially chiral benzamides.

Authors:  Ryota Miyaji; Yuuki Wada; Akira Matsumoto; Keisuke Asano; Seijiro Matsubara
Journal:  Beilstein J Org Chem       Date:  2017-08-02       Impact factor: 2.883

6.  Organocatalytic atroposelective synthesis of axially chiral styrenes.

Authors:  Sheng-Cai Zheng; San Wu; Qinghai Zhou; Lung Wa Chung; Liu Ye; Bin Tan
Journal:  Nat Commun       Date:  2017-05-03       Impact factor: 14.919

7.  Phosphoric acid-catalyzed atroposelective construction of axially chiral arylpyrroles.

Authors:  Lei Zhang; Shao-Hua Xiang; Jun Joelle Wang; Jian Xiao; Jun-Qi Wang; Bin Tan
Journal:  Nat Commun       Date:  2019-02-04       Impact factor: 14.919

8.  Highly atroposelective synthesis of nonbiaryl naphthalene-1,2-diamine N-C atropisomers through direct enantioselective C-H amination.

Authors:  He-Yuan Bai; Fu-Xin Tan; Tuan-Qing Liu; Guo-Dong Zhu; Jin-Miao Tian; Tong-Mei Ding; Zhi-Min Chen; Shu-Yu Zhang
Journal:  Nat Commun       Date:  2019-07-11       Impact factor: 14.919

9.  Chiral Phosphoric Acid Catalyzed Conversion of Epoxides into Thiiranes: Mechanism, Stereochemical Model, and New Catalyst Design.

Authors:  Meng Duan; Christian David Díaz-Oviedo; Yang Zhou; Xiangyang Chen; Peiyuan Yu; Benjamin List; Kendall N Houk; Yu Lan
Journal:  Angew Chem Int Ed Engl       Date:  2022-01-14       Impact factor: 16.823
  9 in total

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