Issue 72, 2013
From the journal:

Chemical Communications

Shedding light on Brønsted acid catalysis – a photocyclization–reduction reaction for the asymmetric synthesis of tetrahydroquinolines from aminochalcones in batch and flow†

Hsuan-Hung Liao,a   Chien-Chi Hsiao,a   Erli Sugionoa  and  Magnus Rueping*a  

* Corresponding authors

a Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany
E-mail: Magnus.Rueping@rwth-aachen.de
Fax: +49 (0)241-809-2665

Abstract

A new asymmetric photocyclization–reduction cascade employing readily available aminochalcones has been developed. The reaction sequence has been achieved by unifying photochemistry and asymmetric Brønsted acid catalysis and involves photocyclization followed by Brønsted acid catalyzed enantioselective hydrogenation in batch and flow.

Graphical abstract: Shedding light on Brønsted acid catalysis – a photocyclization–reduction reaction for the asymmetric synthesis of tetrahydroquinolines from aminochalcones in batch and flow

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Article information

DOI
https://doi.org/10.1039/C3CC43996H
Article type
Communication
Submitted
27 May 2013
Accepted
23 Jun 2013
First published
31 Jul 2013

Chem. Commun., 2013,49, 7953-7955

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Shedding light on Brønsted acid catalysis – a photocyclization–reduction reaction for the asymmetric synthesis of tetrahydroquinolines from aminochalcones in batch and flow

H. Liao, C. Hsiao, E. Sugiono and M. Rueping, Chem. Commun., 2013, 49, 7953 DOI: 10.1039/C3CC43996H

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