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Stereocontrolled construction of the tricyclic framework of tiglianes and daphnanes by an oxidative dearomatization approach.通过氧化去芳构化方法构建金松烷和瑞香烷三环骨架的立体控制。
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金催化促进的瑞香烷/大戟烷三环核心的快速合成

Gold Catalysis-Facilitated Rapid Synthesis of the Daphnane/Tigliane Tricyclic Core.

作者信息

Li Yong, Wei Mufeng, Dai Mingji

机构信息

Department of Chemistry and Center for Cancer Research, Purdue University, West Lafayette, Indiana, IN 47907, United States.

Department of Chemistry, Tsinghua University, Beijing, 100084, China.

出版信息

Tetrahedron. 2017 Jul 20;73(29):4172-4177. doi: 10.1016/j.tet.2016.11.005. Epub 2016 Nov 3.

DOI:10.1016/j.tet.2016.11.005
PMID:28890579
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5588696/
Abstract

A concise approach to synthesize the 5-7-6 tricyclic carbon skeleton of the daphnane/tigliane diterpene natural products has been accomplished a sequential gold-catalyzed furan formation and furan-allene [4+3] cycloaddition. This work provides new avenues for rapid and diverted synthesis of the medicinally important daphnane/tigliane diterpenes and their unnatural analogues.

摘要

通过金催化的呋喃形成和呋喃-丙二烯[4+3]环加成的顺序反应，已经实现了一种简洁的方法来合成瑞香烷/大戟烷二萜天然产物的5-7-6三环碳骨架。这项工作为快速且多样化地合成具有重要药用价值的瑞香烷/大戟烷二萜及其非天然类似物提供了新途径。