Mohapatra, Debendra K. ; Umamaheshwar, Gonela ; Rao, R. Nageshwar ; Rao, T. Srinivasa ; R, Sudheer Kumar ; Yadav, Jhillu S. (2015) Total Synthesis of Ivorenolide A Following a Base-Induced Elimination Protocol Organic Letters, 17 (4). pp. 979-981. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/Acs.Orglett.5B00138
Related URL: http://dx.doi.org/10.1021/Acs.Orglett.5B00138
Abstract
A concise and stereocontrolled first total synthesis of Ivorenolide A (1) is reported in 16 longest linear steps with a 13.4% overall yield starting from (+)-diethyl tartrate (DET). Key features are base-induced elimination protocol for the construction of chiral propargyl alcohols in both fragments, Pd-catalyzed cross-coupling of terminal acetylenes, and Shiina's 2-methyl-6-nitrobezoic anhydride (MNBA) mediated macrolactonization.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 135709 |
| Deposited On: | 10 Aug 2023 10:25 |
| Last Modified: | 10 Aug 2023 10:25 |
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