Total synthesis of (-)-ephedradine A: an efficient construction of optically active dihydrobenzofuran-ring via C-H insertion reaction
Total synthesis of (-)-ephedradine A: an efficient construction of optically active dihydrobenzofuran-ring via C-H insertion reaction
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DOI：
10.1016/j.tet.2004.06.144
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发表时间：
2004-10-18
期刊：
影响因子：
2.1
通讯作者：
Fukuyama, T
中科院分区：
文献类型：
--
作者：
Kurosawa, W;Kobayashi, H;Fukuyama, T
完成了(-)-麻黄碱A(1)的立体控制全合成。通过一种新的不对称C-H插入反应合成了具有光学活性的二氢苯并呋喃环。通过分子内酯-酰胺交换反应和Sharpless不对称氨羟基化反应，通过NS-策略和分子内aza-Wittig反应构建大环络合物。(C)2004爱思唯尔有限公司。保留所有权利。
The stereocontrolled total synthesis of (-)-ephedradine A (1) has been accomplished. Construction of optically active dihydrobenzofuran-ring was performed by a novel asymmetric C-H insertion reaction. After an intramolecular ester-amide exchange reaction and a Sharpless asymmetric ammohydroxylation reaction, construction of the complex macrocyclic ring was performed by Ns-strategy and an intramolecular aza-Wittig reaction. (C) 2004 Elsevier Ltd. All rights reserved.