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Organocatalytic Enantioselective Addition of α-Aminoalkyl Radicals to Isoquinolines.

Organic letters (2018-09-27)
Xiangyuan Liu, Yang Liu, Guobi Chai, Baokun Qiao, Xiaowei Zhao, Zhiyong Jiang
ABSTRACT

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.

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Sigma-Aldrich
DPZ, 95%