Literature DB >> 27518121

Kinetic Resolution of Axially Chiral 5- or 8-Substituted Quinolines via Asymmetric Transfer Hydrogenation.

Jie Wang1,2, Mu-Wang Chen1, Yue Ji1, Shu-Bo Hu1, Yong-Gui Zhou1.   

Abstract

An efficient kinetic resolution of axially chiral 5- or 8-substituted quinoline derivatives was developed through asymmetric transfer hydrogenation of heteroaromatic moiety, simultaneously obtaining two kinds of axially chiral skeletons with up to 209 of selectivity factor. This represents the first successful application of asymmetric transfer hydrogenation of heteroaromatics in kinetic resolution of axially chiral biaryls.

Entities:  

Year:  2016        PMID： 27518121     DOI： 10.1021/jacs.6b06009

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


  10 in total

1.  Thioredoxin reductase 1 and NADPH directly protect protein tyrosine phosphatase 1B from inactivation during H2O2 exposure.

Authors:  Markus Dagnell; Paul E Pace; Qing Cheng; Jeroen Frijhoff; Arne Östman; Elias S J Arnér; Mark B Hampton; Christine C Winterbourn
Journal:  J Biol Chem       Date:  2017-07-06       Impact factor: 5.157

2.  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

3.  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

4.  Brønsted acid-catalysed enantioselective construction of axially chiral arylquinazolinones.

Authors:  Yong-Bin Wang; Sheng-Cai Zheng; Yu-Mei Hu; Bin Tan
Journal:  Nat Commun       Date:  2017-05-19       Impact factor: 14.919

5.  Organocatalytic atroposelective construction of axially chiral arylquinones.

Authors:  Shuai Zhu; Ye-Hui Chen; Yong-Bin Wang; Peiyuan Yu; Shao-Yu Li; Shao-Hua Xiang; Jun-Qi Wang; Jian Xiao; Bin Tan
Journal:  Nat Commun       Date:  2019-09-19       Impact factor: 14.919

6.  Conversion of two stereocenters to one or two chiral axes: atroposelective synthesis of 2,3-diarylbenzoindoles.

Authors:  Yu-Long Hu; Zhe Wang; Hui Yang; Jie Chen; Zi-Bo Wu; Yibo Lei; Ling Zhou
Journal:  Chem Sci       Date:  2019-05-20       Impact factor: 9.825

7.  Torsional strain inversed chemoselectivity in a Pd-catalyzed atroposelective carbonylation reaction of dibenzothiophenium.

Authors:  Qiuchi Zhang; Xiaoping Xue; Biqiong Hong; Zhenhua Gu
Journal:  Chem Sci       Date:  2022-03-01       Impact factor: 9.825

8.  Preparation of 3-hydroxyquinolines from direct oxidation of dihydroquinolinium salts.

Authors:  Mani Ramanathan; Jing Wan; Shiuh-Tzung Liu
Journal:  RSC Adv       Date:  2018-11-14       Impact factor: 3.361

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

10.  Organocatalytic cycloaddition of alkynylindoles with azonaphthalenes for atroposelective construction of indole-based biaryls.

Authors:  Hui Yang; Huai-Ri Sun; Rui-Qing He; Le Yu; Wei Hu; Jie Chen; Sen Yang; Gong-Gu Zhang; Ling Zhou
Journal:  Nat Commun       Date:  2022-02-02       Impact factor: 17.694
  10 in total

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