Copper(I)-catalyzed asymmetric decarboxylative Mannich reaction enabled by acidic activation of 2H-azirines

Hai-Jun Zhang; Yan-Cheng Xie; Liang Yin

doi:10.1038/s41467-019-09750-5

Nature Communications (Apr 2019)

Copper(I)-catalyzed asymmetric decarboxylative Mannich reaction enabled by acidic activation of 2H-azirines

Hai-Jun Zhang,
Yan-Cheng Xie,
Liang Yin

Affiliations

Hai-Jun Zhang: CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences
Yan-Cheng Xie: CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences
Liang Yin: CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences

DOI: https://doi.org/10.1038/s41467-019-09750-5
Journal volume & issue: Vol. 10, no. 1
pp. 1 – 8

Abstract

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Due to their poor electrophilicity, 2H-azirines do not easily react with nucleophiles. Here, the authors show an acidic activation of 2H-azirines by cyanoacetic acid coupling partners affording chiral aziridines containing vicinal tetrasubstituted and acyclic quaternary stereogenic carbon centers.

Published in Nature Communications

ISSN: 2041-1723 (Online)
Publisher: Nature Portfolio
Country of publisher: United Kingdom
LCC subjects: Science
Website: https://www.nature.com/ncomms/

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