Stereoselective Synthesis of Polysubstituted Cyclopropanes from Poly(ethylene glycol) Supported Pyridinium Ylide

作     者：ZHAO Pan LU Cui-fen YANG Gui-chun CHEN Zu-xing DONG Nian-guo SHI Jia-wei 

作者机构：Key Laboratory for the Synthesis and Application of Organic Functional Molecules Ministry of Education College of Chemistry and Chemical Engineering Hubei University Wuhan 430000 P. R. China Department of Cardiovarscular Surgery Union Hospital Tongji Medical College Huazhong Science and Technology University Wuhan 430072 P. R. China 

出 版 物：《Chemical Research in Chinese Universities》 (高等学校化学研究（英文版）)

年 卷 期：2011年第27卷第6期

页      面：984-987页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070305[理学-高分子化学与物理] 080501[工学-材料物理与化学] 070303[理学-有机化学] 0805[工学-材料科学与工程（可授工学、理学学位）] 0703[理学-化学] 

基　　金：Supported by the National High Technology Research and Development Program of China(No.2009AA03Z420) the Natural Science Foundation of Hubei Province of China(Nos.2007ABA031,2008CDA078) 

主　　题：Poly(ethylene glycol) Pyridinium ylide Synthesis Cyclopropane 

摘      要：Polysubstituted cyclopropanes were efficiently prepared with poly（ethylene glycol）（PEG） as soluble support. The reaction of PEG-supported pyridinium ylide with arylidenemalononitrile（R=CN） or ethyl arylidenecyanoa-cetate（R=COOEt） in the presence of triethylamine（TEA） afforded PEG-supported cyclopropanecarboxylates, which were cleaved by 1% KCN/EtOH to obtain polysubstituted cyclopropanes with exclusive trans-selectivity and good yields.