bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid mono-(3-phenylallyl) ester | 1187951-20-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid mono-(3-phenylallyl) ester
• 英文别名: (1R,2S,3R,4S)-3-[(E)-3-phenylprop-2-enoxy]carbonylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• CAS: 1187951-20-7
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.339
• InChiKey: YPBQDVCLBIYRRS-PTRURRRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  3-苯基丙-2-烯-1-醇 、 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 在 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2R)-3-(tert-butyldimethylsilyloxy)-2-(dimethylamino)-1-(4-nitrophenyl)propyl)thiourea 作用下， 以 甲基叔丁基醚 为溶剂， 生成 bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid mono-(3-phenylallyl) ester 、 Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid, 2-[(2E)-3-phenyl-2-propen-1-yl] ester, (1R,2S,3R,4S)-
  参考文献：
  名称：

  一种新的具有成本效益的双功能硫脲为有机小分子的高对映选择性醇解观-环状酸酐：增强的对映选择性的配置反转

  摘要：

  Abstractmagnified imageA novel inexpensive thiourea bifunctional organocatalyst which can promote the highly enantioselective (up to 95% ee) alcoholysis of meso‐cyclic anhydrides has been developed. Computational studies on the catalytic process as well as a synthetic application of this new catalyst are also presented.

  DOI：

  10.1002/adsc.200800761

文献信息

• A Novel Cost-Effective Thiourea Bifunctional Organocatalyst for Highly Enantioselective Alcoholysis of<i>meso</i>-Cyclic Anhydrides: Enhanced Enantioselectivity by Configuration Inversion
  作者：Su-Xi Wang、Fen-Er Chen

  DOI：10.1002/adsc.200800761

  日期：2009.3

  Abstractmagnified imageA novel inexpensive thiourea bifunctional organocatalyst which can promote the highly enantioselective (up to 95% ee) alcoholysis of meso‐cyclic anhydrides has been developed. Computational studies on the catalytic process as well as a synthetic application of this new catalyst are also presented.