Total Synthesis of (+/-)-Cafestol: A Late-Stage Construction of the Furan Ring Inspired by a Biosynthesis Strategy
文献类型：期刊论文
| 作者 | Zhu LL(朱莉莉); Luo JS(罗济生); Hong R(洪然) |
| 刊名 | Org. Lett.
 |
| 出版日期 | 2014 |
| 卷号 | 16期号:8页码:2162-2165 |
| 其他题名 | Total Synthesis of (+/-)-Cafestol: A Late-Stage Construction of the Furan Ring Inspired by a Biosynthesis Strategy |
| 通讯作者 | 洪然 |
| 英文摘要 | An efficient bioinspired approach to the total synthesis of (+/-)-cafestol features a late-stage installation of the furan ring with a mild Au-catalyzed cycloisomerization. The Et2AlCl-promoted aldehyde-ene cyclization and subsequent Friedel Crafts reaction deliver a requisite tricyclic system in gram scale with high stereo- and regioselectivity. Moreover, a highly stereoselective SmI(2)mediated aldehyde alkene radical cyclization furnishes the key bicyclo[3.2.1]octane skeleton to offer an advanced intermediate for the synthesis of other oxygenated ent-kaurene diterpenoids. |
| 学科主题 | 天然产物有机化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1021/ol500623w |
| 语种 | 英语 |
| 源URL | [http://ir.sioc.ac.cn/handle/331003/38979]  |
| 专题 | 上海有机化学研究所_中科院天然产物有机化学重点实验室 |
| 作者单位 | 中科院上海有机化学研究所 |
| 推荐引用方式 GB/T 7714 | Zhu LL,Luo JS,Hong R. Total Synthesis of (+/-)-Cafestol: A Late-Stage Construction of the Furan Ring Inspired by a Biosynthesis Strategy[J]. Org. Lett.,2014,16(8):2162-2165. |
| APA | 朱莉莉,罗济生,&洪然.(2014).Total Synthesis of (+/-)-Cafestol: A Late-Stage Construction of the Furan Ring Inspired by a Biosynthesis Strategy.Org. Lett.,16(8),2162-2165. |
| MLA | 朱莉莉,et al."Total Synthesis of (+/-)-Cafestol: A Late-Stage Construction of the Furan Ring Inspired by a Biosynthesis Strategy".Org. Lett. 16.8(2014):2162-2165. |
入库方式： OAI收割
来源：上海有机化学研究所
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