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Issue 24, 2015
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Organocatalytic asymmetric intramolecular aza-Henry reaction: facile synthesis of trans-2,3-disubstituted tetrahydroquinolines

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Abstract

An enantio- and diastereoselective organocatalytic intramolecular aza-Henry (nitro-Mannich) reaction has been developed. The trans-2-aryl-3-nitro-tetrahydroquinoline products are obtained in high yields and in good enantioselectivities with a bifunctional tertiary amine-thiourea catalyst. Excellent enantioselectivities were obtained after single recrystallization of some products.

Graphical abstract: Organocatalytic asymmetric intramolecular aza-Henry reaction: facile synthesis of trans-2,3-disubstituted tetrahydroquinolines

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Article information


Submitted
21 Apr 2015
Accepted
11 May 2015
First published
12 May 2015

Org. Biomol. Chem., 2015,13, 6825-6831
Article type
Paper

Organocatalytic asymmetric intramolecular aza-Henry reaction: facile synthesis of trans-2,3-disubstituted tetrahydroquinolines

R. Maity and S. C. Pan, Org. Biomol. Chem., 2015, 13, 6825
DOI: 10.1039/C5OB00795J

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