Gurjar, Mukund K. ; Venkateswara Rao, B. ; Murali Krishna, L. ; Chorghade, Mukund S. ; Ley, Steven V. (2005) Stereoselective synthesis of (2S, 7S)-7-(4-phenoxymethyl)-2-(1-N-hydroxyureidyl-3-butyn-4-yl) oxepane: a potential anti-asthmatic drug candidate Tetrahedron: Asymmetry, 16 (5). pp. 935-939. ISSN 0957-4166
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S09574...
Related URL: http://dx.doi.org/10.1016/j.tetasy.2005.01.024
Abstract
We have achieved a short, efficient stereoselective synthesis of 7-membered oxepane derivatives with potential against asthma. Highlights of our synthetic strategy are regioselective oxidation of a hydroxyl group and efficient ring closure of an open chain aldehyde to a 2-benzenesulfonyl oxepane derivative with PhSO2H. Surprisingly the cis-isomer showed better activity than the trans-isomer.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 11466 |
| Deposited On: | 09 Nov 2010 06:26 |
| Last Modified: | 02 Jun 2011 09:45 |
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