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- Title
Enantioselective Construction of Spiroindolines with Three Contiguous Stereogenic Centers and Chiral Tryptamine Derivatives via Reactive Spiroindolenine Intermediates.
- Authors
Zhuo, Chun‐Xiang; Zhou, Yong; Cheng, Qiang; Huang, Lin; You, Shu‐Li
- Abstract
The highly efficient synthesis of the enantioenriched spiroindolines by iridium-catalyzed asymmetric allylic dearomatization and reduction is presented. Spiroindolines containing three contiguous stereogenic centers were obtained with excellent diastereo- and enantioselectivity. In addition, a chiral tryptamine derivative could be easily accessed in good yield with excellent ee value through an unprecedented dearomatization/ retro-Mannich/hydrolysis cascade reaction of an indole derivative.
- Subjects
INDOLE derivatives; IRIDIUM catalysts; AROMATIZATION; MANNICH reaction; ASYMMETRIC synthesis; INDOLINE; TRYPTAMINE
- Publication
Angewandte Chemie, 2015, Vol 127, Issue 47, p14352
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201507193