(5-oxo-6-pent-4-enyl-2H-pyran-2-yl) benzoate | 1331830-90-0

• 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: (5-oxo-6-pent-4-enyl-2H-pyran-2-yl) benzoate
• CAS: 1331830-90-0
• 化学式: C₁₇H₁₈O₄
• 分子量: 286.328
• InChiKey: YLPMKLLZRBKTCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5-oxo-6-pent-4-enyl-2H-pyran-2-yl) benzoate 在 1-([1,1':3',1''-terphenyl]-2'-yl)-3-((1R,2R)-2-aminocyclohexyl)thiourea 、 1,3-双[3,5-双(三氟甲基)苯基]硫脲 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以56%的产率得到1,5-epoxybicyclo<5.3.0>dec-3-en-2-one
  参考文献：
  名称：

  Dual Catalysis in Enantioselective Oxidopyrylium-Based [5 + 2] Cycloadditions

  摘要：

  A new method for effecting catalytic enantioselective intramolecular [5 + 2] cycloadditions based on oxidopyrylium intermediates is reported. The dual catalyst system consists of a chiral primary aminothiourea and a second achiral thiourea. Experimental evidence points to a new type of cooperative catalysis with each species being necessary to generate a reactive pyrylium ion pair that undergoes subsequent cycloaddition with high enantioselectivity.

  DOI：

  10.1021/ja206997e

文献信息

• Dual Catalysis in Enantioselective Oxidopyrylium-Based [5 + 2] Cycloadditions
  作者：Noah Z. Burns、Michael R. Witten、Eric N. Jacobsen

  DOI：10.1021/ja206997e

  日期：2011.9.21

  A new method for effecting catalytic enantioselective intramolecular [5 + 2] cycloadditions based on oxidopyrylium intermediates is reported. The dual catalyst system consists of a chiral primary aminothiourea and a second achiral thiourea. Experimental evidence points to a new type of cooperative catalysis with each species being necessary to generate a reactive pyrylium ion pair that undergoes subsequent cycloaddition with high enantioselectivity.