Sabitha, Gowravaram ; Venkata Reddy, E. ; Yadav, J. S. ; Rama Krishna, K. V. S. ; Ravi Sankar, A. (2002) Stereoselective synthesis of octahydro-3bH-[1,3]dioxolo[4",5":4',5']furo[2',3':5,6]pyrano[4,3-b]quinolines via intramolecular hetero-Diels-Alder reactions catalyzed by bismuth(III) chloride Tetrahedron Letters, 43 (22). pp. 4029-4032. 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/S0040-4039(02)00704-9
Abstract
A new, efficient and stereoselective synthesis of furo[2',3':5,6]pyrano[4,3-b]quinoline derivatives 3 and 3' has been achieved by intramolecular hetero-Diels-Alder reactions of aldimines generated in situ from aromatic amines and the O-allyl derivative of the chiral sugar derived aldehyde 2 in acetonitrile in the presence of a catalytic amount of BiCl3. The products are formed with extremely high trans selectivity in good to excellent yields.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Hetero-Diels-Alder Reactions; Bismuth(III) Chloride; Stereoselective; Furo-pyrano Quinolines |
| ID Code: | 60407 |
| Deposited On: | 09 Sep 2011 03:50 |
| Last Modified: | 09 Sep 2011 03:50 |
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