Issue 47, 2013
From the journal:

Organic & Biomolecular Chemistry

An asymmetric normal-electron-demand aza-Diels–Alder reaction via trienamine catalysis†

Jing-Xin Liu,a   Qing-Qing Zhou,a   Jin-Gen Denga  and  Ying-Chun Chen*ab  

* Corresponding authors

a Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China
E-mail: ycchen@scu.edu.cn
Fax: +86 28 85502609

b College of Pharmacy, Third Military Medical University, Chongqing 400038, China

Abstract

An asymmetric normal-electron-demand aza-Diels–Alder cycloaddition of 2-aryl-3H-indol-3-ones and 2,4-dienals was explored via trienamine catalysis of a chiral secondary amine. Multifunctional tricyclic polyhydropyrido[1,2-a]indoles were efficiently constructed in good stereoselectivity (up to 92% ee, >19 : 1 dr).

Graphical abstract: An asymmetric normal-electron-demand aza-Diels–Alder reaction via trienamine catalysis

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Article information

DOI
https://doi.org/10.1039/C3OB41698D
Article type
Communication
Submitted
20 Aug 2013
Accepted
15 Oct 2013
First published
16 Oct 2013

Org. Biomol. Chem., 2013,11, 8175-8178

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An asymmetric normal-electron-demand aza-Diels–Alder reaction via trienamine catalysis

J. Liu, Q. Zhou, J. Deng and Y. Chen, Org. Biomol. Chem., 2013, 11, 8175 DOI: 10.1039/C3OB41698D

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