Yadav, J. S. ; Bhaskar Reddy, K. ; Prasad, A. R. ; Rehman, H. Ur. (2008) Stereoselective synthesis of (+)-sordidin, the male-produced aggregation pheromone of the banana weevil Cosmopolites sordidus Tetrahedron, 64 (9). pp. 2063-2070. ISSN 0040-4020
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tet.2007.12.051
Abstract
Stereoselective synthesis of (1S,3R,5R,7S)-(+)-sordidin, the natural male-produced aggregation pheromone of the banana weevil Cosmopolites sordidus (Germar) starting from 5-benzyloxy-(2E)-pentene-1-ol is described. The key transformations employed in the synthesis are Sharpless asymmetric epoxidation, Ueno-Stork cyclization, and Jacobsen kinetic resolution.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Banana Weevil; Jacobsen's Resolution; Epoxide Opening; Intramolecular Acetalization |
| ID Code: | 58928 |
| Deposited On: | 02 Sep 2011 03:30 |
| Last Modified: | 02 Sep 2011 03:30 |
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