Synthesis of the azatricyclic ACD ring system of calyciphylline A-type Daphniphyllum alkaloids via a nonstabilized azomethine ylide generated by desilylation
Synthesis of the azatricyclic ACD ring system of calyciphylline A-type Daphniphyllum alkaloids via a nonstabilized azomethine ylide generated by desilylation
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通过脱甲硅烷基化产生的不稳定偶氮甲碱叶立德合成金盏茶碱 A 型瑞香生物碱的氮杂三环 ACD 环系统
DOI：
10.1016/j.tetlet.2015.03.097
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发表时间：
2015-05-06
影响因子：
1.8
通讯作者：
Xu, Liang
中科院分区：
文献类型：
--
作者：
Ma, Ding;Cheng, Hang;Xu, Liang
本研究成功地发展了一种直接、快速构建大量萼甲素A型生物碱的[6-5-7] ACD三氮杂环体系的有效合成策略。该合成具有前所未有的质子酸促进分子内[3+2]环加成通过N-（三甲基甲硅烷基）甲基亚胺盐携带烯醇化氢的脱甲硅烷基化产生的不稳定的甲亚胺叶立德。(C)2015爱思唯尔有限公司版权所有。
An efficient synthetic strategy for the direct and rapid construction of the [6-5-7] ACD azatricyclic ring system of numerous calyciphylline A-type alkaloids has been successfully developed. The synthesis featuring an unprecedented protonic acid promoted intramolecular [3+2] cycloaddition via a nonstabilized azomethine ylide generated by desilylation of N-(trimethylsilyl)methyl iminium salt bearing enolizable hydrogens. (C) 2015 Elsevier Ltd. All rights reserved.