Literature DB >> 23865933

Chiral phosphoric acid-catalyzed oxidative kinetic resolution of indolines based on transfer hydrogenation to imines.

Kodai Saito1, Yukihiro Shibata, Masahiro Yamanaka, Takahiko Akiyama.   

Abstract

The oxidative kinetic resolution of 2-substituted indoline derivatives was achieved by hydrogen transfer to imines by means of a chiral phosphoric acid catalyst. The oxidative kinetic resolution was applicable to racemic alkyl- or aryl-substituted indolines, and the remaining indolines were obtained in good yields with excellent enantioselectivities.

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Year:  2013        PMID: 23865933     DOI: 10.1021/ja406004q

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


  8 in total

1.  Single-operation deracemization of 3H-indolines and tetrahydroquinolines enabled by phase separation.

Authors:  Aaron D Lackner; Andrew V Samant; F Dean Toste
Journal:  J Am Chem Soc       Date:  2013-09-11       Impact factor: 15.419

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.  Palladium Catalyzed Asymmetric Three-Component Coupling of Boronic Esters, Indoles, and Allylic Acetates.

Authors:  Santanu Panda; Joseph M Ready
Journal:  J Am Chem Soc       Date:  2017-04-21       Impact factor: 15.419

4.  Highly diastereo- and enantioselective CuH-catalyzed synthesis of 2,3-disubstituted indolines.

Authors:  Erhad Ascic; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2015-04-06       Impact factor: 15.419

5.  Chiral Brønsted Acid-Catalyzed Enantioselective α-Amidoalkylation Reactions: A Joint Experimental and Predictive Study.

Authors:  Eider Aranzamendi; Sonia Arrasate; Nuria Sotomayor; Humberto González-Díaz; Esther Lete
Journal:  ChemistryOpen       Date:  2016-11-23       Impact factor: 2.911

6.  Kinetic resolution of indolines by asymmetric hydroxylamine formation.

Authors:  Gang Wang; Ran Lu; Chuangchuang He; Lei Liu
Journal:  Nat Commun       Date:  2021-05-04       Impact factor: 14.919

7.  Chiral Brønsted acid-catalyzed enantioselective Friedel-Crafts reaction of 2-methoxyfuran with aliphatic ketimines generated in situ.

Authors:  Azusa Kondoh; Yusuke Ota; Takazumi Komuro; Fuyuki Egawa; Kyohei Kanomata; Masahiro Terada
Journal:  Chem Sci       Date:  2015-10-30       Impact factor: 9.825

8.  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

  8 in total

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