Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives

• Qiang Wei,
• Ya-Yi Wang,
• Yu-Liu Du and
• Liu-Zhu Gong

Beilstein J. Org. Chem. 2013, 9, 1559–1564, doi:10.3762/bjoc.9.177

• Qiang Wei Ya-Yi Wang Yu-Liu Du Liu-Zhu Gong Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China 10.3762/bjoc.9.177 Abstract A chiral phosphoric acid-catalyzed selenofunctionalization of

• products; selenofunctionalization; Introduction Selenofunctionalization of carbon–carbon double bonds provides practicable opportunities for rapid construction of molecule complexity [1][2][3][4][5][6][7][8], because the versatile carbon–selenium bond could either stabilize carbanions [9][10], serve as a

• . So far, in addition to the chiral-substrate-induced strategy [16], chiral selenylating agents [17][18][19][20][21][22][23][24] are commonly designed for asymmetric selenofunctionalization of carbon–carbon double bonds. In 2010, Denmark and co-workers reported a Lewis base catalyzed asymmetric