Yadav, Jhillu Singh ; Chinnam, Vijaya Vardhan ; Krishna, Bendapudi Bala Murali ; Rao, Kundeti Lakshmi Srinivasa ; Das, Saibal (2015) Stereoselective synthesis of vittarilide-A Tetrahedron Letters, 56 (13). pp. 1661-1663. ISSN 0040-4039
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Official URL: http://doi.org/10.1016/J.Tetlet.2015.02.028
Related URL: http://dx.doi.org/10.1016/J.Tetlet.2015.02.028
Abstract
A facile and stereoselective synthesis of vittarilide-A, having promising antioxidant property was accomplished in 12 linear synthetic steps with an overall yield of 6.34% using a chiral pool approach from naturally available diethyl tartrate. The key reactions employed were diastereoselective vinylation, Sharpless asymmetric dihydroxylation, (2,2,6,6-tetramethylpiperidin-1-yl)oxy radical (TEMPO), bis(acetoxy)iodo-benzene (BAIB) mediated tandem oxidation followed by lactonization and finally esterification under Yamaguchi conditions.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 135714 |
| Deposited On: | 10 Aug 2023 10:34 |
| Last Modified: | 10 Aug 2023 10:34 |
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