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Asymmetric synthesis of ABC tricyclic core in Daphniphyllum alkaloid 21-deoxy-macropodumine D
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2018-04-11
Xiu-Fang Mo, Yun-Fei Li, Ming-Hui Sun, Qiu-Yan Dong, Qin-Xia Xie, Pei Tang, Fei Xue, Yong Qin

In this paper, we describe our efforts toward the asymmetric synthesis of Daphniphyllum alkaloid 21-deoxymacropodumine D which led to efficient preparation of a ABC tricyclic framework containing five consecutive stereocenters. This synthetic work features (1) utilization of an asymmetric conjugate addition to install the C5 all-carbon quaternary center, (2) an intramolecular aza-Michael addition followed by Pd-catalyzed α-alkenylation to build the bowl-shaped tricyclic core.



中文翻译:

红水生生物碱21-脱氧-巨人胺D中ABC三环核的不对称合成

在本文中,我们描述了我们对的不对称合成努力虎皮楠生物碱21 deoxymacropodumine d导致含连续五年立构中心的ABC三环框架的高效制备。这项合成工作的特点是:(1)利用不对称共轭加成物来安装C5全碳四元中心,(2)分子内氮杂-Michael加成反应,然后进行Pd催化的α-烯基化反应以构建碗形三环核。

更新日期:2018-04-11
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