Nagaiah, K. ; Sreenu, D. ; Srinivasa Rao, R. ; Yadav, J. S. (2007) Stereoselective synthesis of the phytotoxic nonenolide herbarumin-I from L-ascorbic acid Tetrahedron Letters, 48 (40). pp. 7173-7176. 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.2007.07.191
Abstract
A stereoselective synthesis of herbarumin-I in 22% overall yield, starting from L-ascorbic acid derived (S)-2,3-O-isopropylidine glyceraldehyde as a chiral template is reported. Stereoselective allylation and vinylation to control the required stereogenic centres and macrolactonisation followed by a ring-closing metathesis (RCM) are the key steps.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | L-ascorbic Acid; Allylation; Vinylation; Macrolactonisation; Ring-closing Metathesis |
| ID Code: | 59638 |
| Deposited On: | 07 Sep 2011 05:46 |
| Last Modified: | 07 Sep 2011 05:46 |
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