Sabitha, Gowravaram ; Gopal, Peddabuddi ; Nagendra Reddy, C. ; Yadav, J. S. (2009) First stereoselective synthesis of synargentolide A and revision of absolute stereochemistry Tetrahedron Letters, 50 (46). pp. 6298-6302. 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.2009.08.109
Abstract
The first stereoselective total synthesis of synargentolide A isolated from Syncolostemon argenteus has been achieved from commercially available (R)-benzyl glycidyl ether using Sharpless asymmetric epoxidation and cross-metathesis reactions as the key steps. Comparing the spectral data of the synthesized and naturally occurring synargentolide A, the C4' and C6'- stereogenic centers of the natural synargentolide A were assigned a corrected anti relationship.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | δ-lactones; Cross-metathesis; Sharpless Epoxidation; Lithium Acetylide; Revision |
| ID Code: | 58779 |
| Deposited On: | 02 Sep 2011 03:36 |
| Last Modified: | 02 Sep 2011 03:36 |
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