Enantioselective Synthesis of 3a‐Amino‐Pyrroloindolines by Copper‐Catalyzed Direct Asymmetric Dearomative Amination of Tryptamines | Zendy

Liu Chuan | Zendy; Yi JiCheng | Zendy; Zheng ZhongBo | Zendy; Tang Yong | Zendy; Dai LiXin | Zendy; You ShuLi | Zendy

Premium

Enantioselective Synthesis of 3a‐Amino‐Pyrroloindolines by Copper‐Catalyzed Direct Asymmetric Dearomative Amination of Tryptamines

Author(s) -

Liu Chuan,

Yi JiCheng,

Zheng ZhongBo,

Tang Yong,

Dai LiXin,

You ShuLi

Publication year - 2016

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201508570

Subject(s) - tryptamines , enantioselective synthesis , hydroxylamine , amination , catalysis , chemistry , organic chemistry , combinatorial chemistry , tryptamine , biochemistry

A direct asymmetric dearomative amination of tryptamines with O‐(2,4‐dinitrophenyl)hydroxylamine (DPH) was achieved using CuBr‐bisoxazoline complex as a catalyst, affording 3a‐amino‐pyrroloindolines in good to excellent enantioselectivity under mild reaction conditions. Furthermore, the synthetic value of this method was demonstrated in the total synthesis of (−)‐psychotriasine in a highly concise manner.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research