4.6 Article

A rhodium-catalysed conjugate addition/cyclization cascade for the asymmetric synthesis of 2-amino-4H-chromenes

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 19, Issue 4, Pages 785-788

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0ob02404j

Keywords

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Funding

  1. National Natural Science Foundation of China [81903459]
  2. Natural Science Foundation of Jiangsu Province [BK20200080, BK20180572]
  3. Double First-Class University project [CPU2018GY35]

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The enantioselective synthesis of 2-amino-4H-chromenes via cascade rhodium-catalysed conjugate addition/hetero Thorpe-Ziegler reaction achieved moderate to good yields (up to 98%) and high enantioselectivities (up to 92% ee) using a chiral diene-coordinated rhodium complex as the catalyst. This protocol addresses the methodological deficiency in the asymmetric synthesis of 4-aryl 2-amino-4H-chromenes.
The enantioselective synthesis of 2-amino-4H-chromenes via the cascade rhodium-catalysed conjugate addition/hetero Thorpe-Ziegler reaction is reported. Moderate to good yields (up to 98%) and high enantioselectivities (up to 92% ee) were obtained with a chiral diene-coordinated rhodium complex as the catalyst. This protocol remedies the methodological deficiency in the asymmetric synthesis of 4-aryl 2-amino-4H-chromenes.

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