Synthesis of rodocaine
Synthesis of rodocaine
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DOI：
10.1016/j.tet.2011.08.025
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发表时间：
2011-10-07
期刊：
影响因子：
2.1
通讯作者：
Chen, Yeh-Long
中科院分区：
文献类型：
--
作者：
Chang, Meng-Yang;Tai, Hang-Yi;Chen, Yeh-Long
报道了一种合成罗多卡因的新方法。通过N-溴代琥珀酰亚胺（NBS）介导的已知烯胺5与烯丙基三甲基硅烷在三氟化硼醚合物（BF 3/OEt 2）存在下的分子间加成和三烯3的分子内闭环复分解进行两个关键步骤。研究了三烯3与不同丙酸乙酯的Diels-Alder环加成反应。(C)2011爱思唯尔有限公司保留所有权利。
A new method for synthesis of rodocaine (1) is presented. Two key steps were carried out by the N-bromosuccinimide (NBS)-mediated intermolecular addition of known enamine 5 with allyltrimethyl silane in presence of boron trifluoride etherate (BF3/OEt2) and the intramolecular ring-closing metathesis of triene 3. The Diels-Alder cycloaddition of triene 3 with different ethyl propiolates was also studied. (C) 2011 Elsevier Ltd. All rights reserved.