InCl3-catalyzed tandem Michael/Friedel-Crafts cyclization: a novel protocol for chiral 2,4-disubstituted tetrahydroquinolines

Yadav, J. S. ; Reddy, B. V. S. ; Padmavani, B. (2004) InCl3-catalyzed tandem Michael/Friedel-Crafts cyclization: a novel protocol for chiral 2,4-disubstituted tetrahydroquinolines Synthesis, 2004 (3). pp. 405-408. ISSN 0039-7881

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Official URL: https://www.thieme-connect.com/ejournals/abstract/...

Related URL: http://dx.doi.org/10.1055/s-2004-815942

Abstract

δ-Hydroxy-α,β-unsaturated aldehydes undergo a tandem Michael and intramolecular Friedel-Crafts type cyclization with arylamines in the presence of 10 mol% InCl3 under mild conditions to afford a novel class of optically active tetrahydroquinolines in good yields with high stereoselectivity. The stereochemistry of the products was determined using various NMR experiments.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Arylamines; α,β-unsaturated Aldehydes; Benzo-fused Heterobicycles
ID Code:63236
Deposited On:28 Sep 2011 03:53
Last Modified:28 Sep 2011 03:53

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