Yadav, J. S. ; Reddy, B. V. S. ; Parimala, G. ; Krishnam Raju, A. (2004) Bismuth triflate catalyzed condensation of δ-hydroxy-α,β-unsaturated aldehydes with aryl amines Tetrahedron Letters, 45 (7). pp. 1543-1546. ISSN 0040-4039
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tetlet.2003.12.043
Abstract
α,β-Unsaturated aldehydes bearing a δ-hydroxyl group undergo a tandem Michael and intramolecular Friedel-Crafts type cyclization with arylamines in the presence of 5 mol % of Bi(OTf)3 under mild conditions to afford a new class of chiral tetrahydroquinolines in good yields with high stereoselectivity. Structural assignments and the stereochemistry of the products was achieved using various 1D and 2D-NMR experiments.
Item Type: | Article |
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Source: | Copyright of this article belongs to Elsevier Science. |
Keywords: | Arylamines; Bismuth Reagents; Unsaturated Aldehydes; Heterobicycles |
ID Code: | 59592 |
Deposited On: | 07 Sep 2011 05:39 |
Last Modified: | 07 Sep 2011 05:39 |
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