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Organocatalytic Enantioselective Addition of α-Aminoalkyl Radicals to Isoquinolines.

Xiangyuan LiuYang LiuGuobi ChaiBaokun QiaoXiaowei ZhaoZhiyong Jiang
Published in: Organic letters (2018)
With a dual organocatalytic system involving a chiral phosphoric acid and a dicyanopyrazine-derived chromophore (DPZ) photosensitizer and under the irradiation with visible light, an enantioselective Minisci-type addition of α-amino acid-derived redox-active esters (RAEs) to isoquinolines has been developed. A variety of prochiral α-aminoalkyl radicals generated from RAEs were successfully introduced on isoquinolines, providing a range of valuable α-isoquinoline-substituted chiral secondary amines in high yields with good to excellent enantioselectivities.
Keyphrases
  • visible light
  • amino acid
  • photodynamic therapy
  • capillary electrophoresis
  • ionic liquid
  • molecular docking
  • radiation induced
  • radiation therapy