Literature DB >> 31593365

Catalytic Enantioselective Methylene C(sp3 )-H Amidation of 8-Alkylquinolines Using a Cp*RhIII /Chiral Carboxylic Acid System.

Seiya Fukagawa1, Masahiro Kojima1, Tatsuhiko Yoshino1, Shigeki Matsunaga1.   

Abstract

Catalytic enantioselective directed methylene C(sp3 )-H amidation reactions of 8-alkylquinolines using a Cp*RhIII /chiral carboxylic acid (CCA) hybrid catalytic system are described. A binaphthyl-based chiral carboxylic acid efficiently differentiates between the enantiotopic methylene C-H bonds, which leads to the formation of C-N bonds with good enantioselectivity.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; asymmetric catalysis; chiral carboxylic acid; quinoline; rhodium

Year:  2019        PMID： 31593365     DOI： 10.1002/anie.201911268

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


  2 in total

Review 1.  Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp3)-H Bonds.

Authors:  Bin Liu; Andrew M Romine; Camille Z Rubel; Keary M Engle; Bing-Feng Shi
Journal:  Chem Rev       Date:  2021-10-29       Impact factor: 60.622

2.  Biocatalytic, Intermolecular C-H Bond Functionalization for the Synthesis of Enantioenriched Amides.

Authors:  Soumitra V Athavale; Shilong Gao; Zhen Liu; Sharath Chandra Mallojjala; Jennifer S Hirschi; Frances H Arnold
Journal:  Angew Chem Int Ed Engl       Date:  2021-10-13       Impact factor: 15.336
  2 in total

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