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

被引:0
|
作者
Zhao Pan [1 ]
Lu Cui-fen [1 ]
Yang Gui-chun [1 ]
Chen Zu-xing [1 ]
Dong Nian-guo [2 ]
Shi Jia-wei [2 ]
机构
[1] Hubei Univ, Key Lab Synth & Applicat Organ Funct Mol, Minist Educ, Coll Chem & Chem Engn, Wuhan 430000, Peoples R China
[2] Huazhong Sci & Technol Univ, Dept Cardiovarscular Surg, Union Hosp, Tongji Med Coll, Wuhan 430072, Peoples R China
基金
国家高技术研究发展计划(863计划);
关键词
Poly(ethylene glycol); Pyridinium ylide; Synthesis; Cyclopropane; TRANSFER-CATALYZED CONDITIONS; SOLUBLE SUPPORT; ORGANIC-SYNTHESIS; ASYMMETRIC CYCLOPROPANATION; DERIVATIVES; CIS-1-ARYL-2-BENZOYL-3,3-DICYANOCYCLOPROPANES; ELIMINATION; CYCLIZATION; LIBRARY; WATER;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Polysubstituted cyclopropanes were efficiently prepared with poly(ethylene glycol)(PEG) as soluble support. The reaction of PEG-supported pyridinium ylide with arylidenemalononitrilc(R=CN) or ethyl arylidenecyanoacetate(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.
引用
收藏
页码:984 / 987
页数:4
相关论文
共 50 条
  • [21] The synthesis and characterization of poly(ethylene glycol) grafted on pullulan
    Jiao, YH
    Fu, Y
    Jiang, ZH
    JOURNAL OF APPLIED POLYMER SCIENCE, 2004, 91 (02) : 1217 - 1221
  • [22] Synthesis and hydrophilicities of poly(ethylene 2,6-naphthalate)/poly(ethylene glycol) copolymers
    Son, JS
    Ji, DS
    FIBERS AND POLYMERS, 2003, 4 (04) : 156 - 160
  • [23] Synthesis and hydrophilicities of Poly(ethylene 2,6-naphthalate)/Poly(ethylene glycol) copolymers
    Jun Sik Son
    Dong Sun Ji
    Fibers and Polymers, 2003, 4 : 156 - 160
  • [24] Poly(ethylene glycol): an Alternative Solvent for the Synthesis of Cyclic Carbonate from Vicinal Halohydrin and Carbon Dioxide
    Wang, Jing-Lun
    He, Liang-Nian
    Dou, Xiao-Yong
    Wu, Fang
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2009, 62 (08) : 917 - 920
  • [25] Exploiting poly(ethylene glycol) as a matrix for liquid-phase organic synthesis
    Sieber, F
    Wentworth, P
    Janda, KD
    MOLECULES, 2000, 5 (08): : 1018 - 1032
  • [26] Synthesis of Poly(Ethylene Glycol)-Supported (R)-BINOL Derivatives and Their First Application in Enantioselective Mukaiyama Aldol Reactions
    Zimmer, Reinhold
    Dekaris, Vjekoslav
    Knauer, Markus
    Schefzig, Luise
    Reissig, Hans-Ulrich
    SYNTHETIC COMMUNICATIONS, 2009, 39 (06) : 1012 - 1026
  • [27] Evaluation of Photoluminescence Properties of Some Poly(ethylene glycol) - Supported Coumarin Derivatives
    Tocco, Graziella
    Carbonaro, Carlo Maria
    Meli, Gabriele
    Podda, Gianni
    MOLECULES, 2009, 14 (03): : 1044 - 1055
  • [28] Stereoselective synthesis of functionalised cyclopropanes from nitroalkenes via an organocatalysed Michael-initiated ring-closure approach
    Russo, Alessio
    Lattanzi, Alessandra
    TETRAHEDRON-ASYMMETRY, 2010, 21 (9-10) : 1155 - 1157
  • [29] Poly(ethylene glycol) block poly(butyl acrylate) .1. Synthesis
    Lang, MD
    Zhang, G
    Feng, N
    Li, SH
    Chen, XF
    JOURNAL OF APPLIED POLYMER SCIENCE, 1997, 65 (09) : 1667 - 1674
  • [30] Synthesis and characterization of poly(ethylene glycol)-grafted expanded graphite
    Zhu, Mincong
    Li, Kanzhu
    Qing, Xin
    Qi, Wei
    Zeng, Shuilin
    Mao, Yanjie
    Hu, Yin
    Zhang, Yingchen
    Li, Dengxin
    Liu, Ailian
    ADVANCED RESEARCH ON MATERIAL SCIENCE, ENVIRONMENTAL SCIENCE AND COMPUTER SCIENCE, 2011, 322 : 85 - +