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Asymmetric reactions controled with moleculary imprinted polymers.

Asymmetric reactions controled with moleculary imprinted polymers.
用分子印迹聚合物控制的不对称反应。
批准号:
15590013
负责人:
ISHIZUKA Tadao
金额:
$2.24万
依托单位:
依托单位国家:
日本
项目类别:
Grant-in-Aid for Scientific Research (C)
财政年份:
2003
资助国家:
日本
项目状态:
已结题
起止时间:
2003 至 2005

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中文摘要
翻译
以双环手性氨基醇为模板合成了分子印迹聚合物。通过高效液相分析检测了模板分子与其他氨基醇分子与聚合物亲和力的差异,观察到模板分子的选择性吸附。此外,模板氨基醇对印迹聚合物的吸附优先于其对映体,考察了模板分子与模板分子的不对称反应。磺胺类、噻唑类和硫醚类双环骨架化合物分别被成功地用于酮的氢转移还原反应、Diels-Alder反应和π-烯丙基烷基化反应。这些化合物不仅表现出高产率和良好的选择性,而且具有不受底物空间体积影响的奇特特性,由于这些基本特性和限制构象,这些催化剂可能是很好的印迹聚合物模板。印迹聚合物在这些不对称反应中的应用还需要进一步的研究。
英文摘要
Molecularly imprinted polymers were synthesized by use of bicyclic chiral aminoalcohols as template. The difference of affinities between the template molecule and other aminoalcohols to the polymers were detected by HPLC analysis, selective adsorbtion of templete molecule were observed. Moreover, the templete aminoalcohols showed priority in adosorbtion to the imprinted polymer over its enantiomer.Asymmetric reactions with template molecules as catalysts were examined. Sulfonamides, thiazolines and thioethers with bicyclic skeleton were successfully utilized in hydrogen-transfer reduction of ketones, the Diels-Alder reactions and π-allyl alkylations, respectively. These compounds showed not only high yields and excellent selectiveties but marvelous character that cannot be affected by sterically bulkyness of substrate.These catalysts might be good templetes of imprinted polymers because of these basic characters and restricted conformations. Further investigations will be needed for application of the imprinted polymers to these asymmetric reactions.
期刊论文(24)
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DOI: 10.3987/com-05-s(k)50
发表时间: 2005-12
期刊: Heterocycles
影响因子: 0.6
作者: [Ryoh Tokuda;H. Matsunaga;T. Ishizuka;M. Nakajima;T. Kunieda]
通讯作者: Ryoh Tokuda;H. Matsunaga;T. Ishizuka;M. Nakajima;T. Kunieda
DOI: 10.1016/j.tetlet.2004.10.168
发表时间: 2005-01-03
期刊: TETRAHEDRON LETTERS
影响因子: 1.8
作者: [Nakajima, M, Kotani, S, Hashimoto, S]
通讯作者: Hashimoto, S
Catalytic dissymmetrization of meso-2-imidazolidinones : alternative route to chiral synthons for 1,2-diamines
内消旋-2-咪唑啉酮的催化不对称化:1,2-二胺手性合成子的替代途径
DOI: --
发表时间: 2004
期刊: Tetrahedron Letters 45
影响因子: --
作者: [Ishizuka, T., Makoto Nakajima, Tadao Ishizuka]
通讯作者: Tadao Ishizuka
Sterically Congested "Roofed" 2-Thiazolines as New Chiral Ligands for Copper(II)-Catalyzed Asymmetric Diels-Alder Reactions
空间拥挤的“屋顶”2-噻唑啉作为铜(II)催化不对称狄尔斯-阿尔德反应的新手性配体
DOI: --
发表时间: 2005
期刊: Tetrahedron Letters 46
影响因子: --
作者: [Yamakuchi, M.]
通讯作者: M.
共 9 条
    Development of versatile 1, 2-Diamine synthetic methodology and its application for preparation of drug candidates.
    • 批准号:
      21590013
    • 项目类别:
      Grant-in-Aid for Scientific Research (C)
    • 资助金额:
      $3.0万
    • 财政年份:
      2009
    • 负责人:
      ISHIZUKA Tadao
    • 依托单位:
    Development of versatile synthetic route for 1,2-diamines as excellent chiral auxiliary.
    • 批准号:
      08672431
    • 项目类别:
      Grant-in-Aid for Scientific Research (C)
    • 资助金额:
      $1.22万
    • 财政年份:
      1996
    • 负责人:
      ISHIZUKA Tadao
    • 依托单位:
    海外基金