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 

机构地区：[1]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 [2]Department of Cardiovarscular Surgery, Union Hospital, Tongji Medical College, Huazhong Science and Technology University, Wuhan 430072, P. R. China

出　　处：《Chemical Research in Chinese Universities》2011年第6期984-987,共4页高等学校化学研究（英文版）

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)

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.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.

关 键 词：Poly（ethylene glycol） Pyridinium ylide Synthesis CYCLOPROPANE 

分 类 号：O626[理学—有机化学] O632.31[理学—化学]