Total Synthesis of Dactylicapnosines A and B.
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ID: 189306
2020
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Abstract
Dactylicapnosines A and B, two natural products from , exhibited potent anti-inflammatory and analgesic activities both in vitro and in vivo. In this paper, we report our second-generation synthesis of dactylicapnosine A and the first total synthesis of dactylicapnosine B. Our synthetic route features acid-induced isomerization of -quinone (), Co-mediated regioselective ring contraction of -quinone (), and oxidative methoxylation of enone (). This modified sequence provides dactylicapnosine A in 14 steps with an overall yield of 12% from a known compound () and also offers opportunities to synthesize dactylicapnosine-like analogues for biological investigations.
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zhao2020totalthe
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| Authors | Zhao, Yinjiao;Li, Yuda;Wang, Bei;Zhao, Jingfeng;Li, Liang;Luo, Xiao-Dong;Zhang, Hongbin; |
| Journal | The Journal of organic chemistry |
| Year | 2020 |
| DOI |
10.1021/acs.joc.0c01900
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