Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives.
A chiral phosphoric acid-catalyzed selenofunctionalization of tryptamine derivatives provides access to 3a-(phenylselenyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole derivatives in high yields and with synthetically useful levels of enantioselectivity (up to 89% ee).
Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China.
Qiang
Q
Wei
Ya-Yi
YY
Wang
Yu-Liu
YL
Du
Liu-Zhu
LZ
Gong
catalysis; chiral phosphoric acid; hexahydropyrrolo[2,3-b]indole; indole alkaloids; natural products; selenofunctionalization