Mohapatra, Debendra K. ; Das, Pragna P. ; Sai Reddy, D. ; Yadav, J. S. (2009) First total syntheses and absolute configuration of rugulactone and 6(R)-(4'-oxopent-2'-enyl)-5,6-dihydro-2H-pyran-2-one Tetrahedron Letters, 50 (43). pp. 5941-5944. 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.2009.08.028
Abstract
The first efficient total syntheses of rugulactone and 6(R)-(4'-oxopent-2'-enyl)-5,6-dihydro-2H-pyran-2-one have been achieved in six steps with 51% and 48% overall yield, respectively. The key steps are Jacobsen's hydrolytic kinetic resolution (HKR), Horner-Wadsworth-Emmons (HWE) homologation, and ring-closing metathesis reaction.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Rugulactone; NF-κB Inhibitors; α-pyranon-2-one; Jacobsen's Hydrolytic Kinetic Resolution; Ring-closing Metathesis |
| ID Code: | 59595 |
| Deposited On: | 07 Sep 2011 05:58 |
| Last Modified: | 07 Sep 2011 05:58 |
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