Sabitha, Gowravaram ; Venkata Reddy, E. ; Fatima, Narjis ; Yadav, J. S. ; Rama Krishna, K. V. S. ; Kunwar, A. C. (2004) Diastereoselective synthesis of chiral cis-annulated polycyclic heterocycles from D-glucose by domino Knoevenagel-hetero-Diels-Alder reaction Synthesis, 2004 (8). pp. 1150-1154. ISSN 0039-7881
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Official URL: http://www.thieme-connect.com/ejournals/abstract/s...
Related URL: http://dx.doi.org/10.1055/s-2004-822352
Abstract
A new and simple chiral synthesis of cis-annulated polycyclic dihydropyrans 4 and 8 has been achieved by domino Knoevenagel-hetero-Diels-Alder reactions of O-prenyl derivative of the chiral sugar derived aldehyde 2 with 1,3-dicarbonyl compounds 1 or 6 in MeCN in the presence of a catalytic amount of ethylenediammonium diacetate (EDDA). The products are formed with extremely high cis-selectivity in good to excellent yields.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Thieme Medical Publishers. |
| Keywords: | Domino Reaction; Knoevenagel Reaction; Diels-Alder Reaction; EDDA; Diastereoselective |
| ID Code: | 63126 |
| Deposited On: | 28 Sep 2011 03:21 |
| Last Modified: | 28 Sep 2011 03:21 |
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