Literature DB >> 24766611

Chiral phosphoric acid-catalyzed asymmetric transfer hydrogenation of quinolin-3-amines.

Xian-Feng Cai1, Ran-Ning Guo, Guang-Shou Feng, Bo Wu, Yong-Gui Zhou.   

Abstract

A chiral phosphoric acid catalyzed asymmetric transfer hydrogenation of aromatic amines, quinolin-3-amines, was successfully developed with up to 99% ee. To supplement our previous work on the Ir-catalyzed asymmetric hydrogenation of 2-alkyl substituted quinolin-3-amines, a number of 2-aryl substituted substrates were reduced to provide a series of valuable chiral exocyclic amines with high diastereo- and enantioselectivities.

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Year:  2014        PMID: 24766611     DOI: 10.1021/ol500954j

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


  8 in total

1.  Self-Assembly of a Library of Polyborate Chiral Anions for Asymmetric Catalytic Quinoline Reduction.

Authors:  Aman A Desai; Yong Guan; Aaron L Odom; Supriyo Majumder; William D Wulff
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

2.  Divergent Stereoselectivity in Phosphothreonine (pThr)-Catalyzed Reductive Aminations of 3-Amidocyclohexanones.

Authors:  Christopher R Shugrue; Aaron L Featherston; Rachel M Lackner; Angela Lin; Scott J Miller
Journal:  J Org Chem       Date:  2018-04-05       Impact factor: 4.354

3.  Phosphothreonine as a catalytic residue in peptide-mediated asymmetric transfer hydrogenations of 8-aminoquinolines.

Authors:  Christopher R Shugrue; Scott J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2015-08-05       Impact factor: 15.336

4.  Selecting Chiral BINOL-Derived Phosphoric Acid Catalysts: General Model To Identify Steric Features Essential for Enantioselectivity.

Authors:  Jolene P Reid; Jonathan M Goodman
Journal:  Chemistry       Date:  2017-09-14       Impact factor: 5.236

5.  Iridium Complex-Catalyzed Transfer Hydrogenation of N-Heteroarenes and Tentative Asymmetric Synthesis.

Authors:  Lu Ouyang; Yanping Xia; Jianhua Liao; Rui Miao; Xiao Yang; Renshi Luo
Journal:  ACS Omega       Date:  2021-04-07

Review 6.  Chiral Phosphoric Acids as Versatile Tools for Organocatalytic Asymmetric Transfer Hydrogenations.

Authors:  Ádám Márk Pálvölgyi; Fabian Scharinger; Michael Schnürch; Katharina Bica-Schröder
Journal:  European J Org Chem       Date:  2021-10-14

7.  A Petal-type Chiral NADH Model: Design, Synthesis and its Asymmetric Reduction.

Authors:  Cui-Bing Bai; Nai-Xing Wang; Yan-Jing Wang; Yalan Xing; Wei Zhang; Xing-Wang Lan
Journal:  Sci Rep       Date:  2015-12-09       Impact factor: 4.379

Review 8.  Selective Arene Hydrogenation for Direct Access to Saturated Carbo- and Heterocycles.

Authors:  Mario P Wiesenfeldt; Zackaria Nairoukh; Toryn Dalton; Frank Glorius
Journal:  Angew Chem Int Ed Engl       Date:  2019-04-29       Impact factor: 15.336

  8 in total

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