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学科主题: 天然产物有机化学
题名: Total Synthesis of (+/-)-Cafestol: A Late-Stage Construction of the Furan Ring Inspired by a Biosynthesis Strategy
其他题名: Total Synthesis of (+/-)-Cafestol: A Late-Stage Construction of the Furan Ring Inspired by a Biosynthesis Strategy
作者: Zhu LL(朱莉莉); Luo JS(罗济生); Hong R(洪然)
通讯作者: 洪然
刊名: Org. Lett.
发表日期: 2014
DOI: 10.1021/ol500623w
卷: 16, 期:8, 页:2162-2165
收录类别: SCI
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.
语种: 英语
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/38979
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作者单位: 中科院上海有机化学研究所

Recommended Citation:
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.
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