Literature DB >> 30289577

Enantioselective Cobalt(III)-Catalyzed C-H Activation Enabled by Chiral Carboxylic Acid Cooperation.

Fabio Pesciaioli1, Uttam Dhawa1, João C A Oliveira1, Rongxin Yin1, Michael John1, Lutz Ackermann1,2.   

Abstract

The enantioselective cobalt(III)-catalyzed C-H alkylation was achieved through the design of a novel chiral acid. The cobalt(III)-catalyzed enantioselective C-H activation was characterized by high position-, regio- and enantio-control under exceedingly mild reaction conditions. Thereby, the robust cooperative cobalt(III) catalysis proved tolerant of valuable electrophilic functional groups, including hydroxyl, bromo, and iodo substituents. Mechanistic studies revealed a considerable additive effect on kinetics and on a negative non-linear-effect.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; asymmetric catalysis; chiral acid; cobalt; reaction mechanism

Year:  2018        PMID: 30289577     DOI: 10.1002/anie.201808595

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


  6 in total

1.  Stereoselective Synthesis of Allenyl Alcohols by Cobalt(III)-Catalyzed Sequential C-H Bond Addition to 1,3-Enynes and Aldehydes.

Authors:  Chaofan Xu; Joseph P Tassone; Brandon Q Mercado; Jonathan A Ellman
Journal:  Angew Chem Int Ed Engl       Date:  2022-04-29       Impact factor: 16.823

2.  Strong and Confined Acids Catalyze Asymmetric Intramolecular Hydroarylations of Unactivated Olefins with Indoles.

Authors:  Pinglu Zhang; Nobuya Tsuji; Jie Ouyang; Benjamin List
Journal:  J Am Chem Soc       Date:  2021-01-05       Impact factor: 15.419

3.  Mapping Catalyst-Solvent Interplay in Competing Carboamination/Cyclopropanation Reactions.

Authors:  Matthew D Wodrich; Miyeon Chang; Simone Gallarati; Łukasz Woźniak; Nicolai Cramer; Clemence Corminboeuf
Journal:  Chemistry       Date:  2022-06-10       Impact factor: 5.020

4.  Insights into Cobalta(III/IV/II)-Electrocatalysis: Oxidation-Induced Reductive Elimination for Twofold C-H Activation.

Authors:  Tjark H Meyer; João C A Oliveira; Debasish Ghorai; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-05-05       Impact factor: 15.336

5.  Rhodium-catalysed direct hydroarylation of alkenes and alkynes with phosphines through phosphorous-assisted C-H activation.

Authors:  Dingyi Wang; Ben Dong; Yandong Wang; Jiasheng Qian; Jinjun Zhu; Yue Zhao; Zhuangzhi Shi
Journal:  Nat Commun       Date:  2019-08-06       Impact factor: 14.919

6.  Iridium(I)-Catalyzed Isoindolinone-Directed Branched-Selective Aromatic C-H Alkylation with Simple Alkenes.

Authors:  Maoqian Xiong; Yuhang Shu; Jie Tang; Fan Yang; Dong Xing
Journal:  Molecules       Date:  2022-03-16       Impact factor: 4.411

  6 in total

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