Literature DB >> 31746212

Enantioselective Radical Ring-Opening Cyanation of Oxime Esters by Dual Photoredox and Copper Catalysis.

Jun Chen1, Peng-Zi Wang1, Bin Lu1, Dong Liang1, Xiao-Ye Yu1, Wen-Jing Xiao1,2, Jia-Rong Chen1.   

Abstract

Catalytic enantioselective chemical reactions involving highly reactive radical species remain largely unexplored. We report herein for the first time a novel enantioselective radical ring-opening cyanation of redox-active oxime esters by dual photoreodox and copper catalysis. This mild protocol shows good functional group tolerance and broad substrate scope, producing a wide range of optically active alkyl dinitriles with high yields and excellent enantioselectivities, which are difficult to access traditionally.

Entities:  

Year:  2019        PMID: 31746212     DOI: 10.1021/acs.orglett.9b03970

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


  3 in total

Review 1.  Strategies to Generate Nitrogen-centered Radicals That May Rely on Photoredox Catalysis: Development in Reaction Methodology and Applications in Organic Synthesis.

Authors:  Kitae Kwon; R Thomas Simons; Meganathan Nandakumar; Jennifer L Roizen
Journal:  Chem Rev       Date:  2021-10-08       Impact factor: 60.622

Review 2.  Stereoinduction in Metallaphotoredox Catalysis.

Authors:  Alexander Lipp; Shorouk O Badir; Gary A Molander
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-01       Impact factor: 15.336

3.  Asymmetric three-component olefin dicarbofunctionalization enabled by photoredox and copper dual catalysis.

Authors:  Peng-Zi Wang; Yuan Gao; Jun Chen; Xiao-Die Huan; Wen-Jing Xiao; Jia-Rong Chen
Journal:  Nat Commun       Date:  2021-03-22       Impact factor: 14.919

  3 in total

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