A rhodium-catalysed conjugate addition/cyclization cascade for the asymmetric synthesis of 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.

Automated summary

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.