Literature DB >> 30908778

Asymmetric Lewis Acid Catalyzed Electrochemical Alkylation.

Qinglin Zhang1, Xihao Chang1, Lingzi Peng1, Chang Guo1.   

Abstract

Lewis-acid catalysis and electrochemistry represent two powerful fields that have found widespread application in organic chemistry. Reported herein is an asymmetric electrosynthesis in combination with a chiral Ni catalyst leading to an intermolecular alkylation reaction in good yields with excellent enantioselectivities (up to 97 % ee). Mechanistic studies suggest that the Lewis-acid-bound radical intermediate from a single-electron anodic oxidation selectively reacts with the benzylic radical species to generate the desired adducts.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Lewis acids; asymmetric catalysis; electrochemistry; nickel; radicals

Year:  2019        PMID: 30908778     DOI: 10.1002/anie.201901801

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


  2 in total

Review 1.  A review of asymmetric synthetic organic electrochemistry and electrocatalysis: concepts, applications, recent developments and future directions.

Authors:  Munmun Ghosh; Valmik S Shinde; Magnus Rueping
Journal:  Beilstein J Org Chem       Date:  2019-11-13       Impact factor: 2.883

Review 2.  Catalytic enantioselective C(sp3)-H functionalization involving radical intermediates.

Authors:  Chi Zhang; Zhong-Liang Li; Qiang-Shuai Gu; Xin-Yuan Liu
Journal:  Nat Commun       Date:  2021-01-20       Impact factor: 14.919

  2 in total

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