tert-butyl 2-(3-oxocyclohex-1-enyl)butanoate | 1426657-48-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: tert-butyl 2-(3-oxocyclohex-1-enyl)butanoate
• 英文别名: Tert-butyl 2-(3-oxocyclohexen-1-yl)butanoate；tert-butyl 2-(3-oxocyclohexen-1-yl)butanoate
• CAS: 1426657-48-8
• 化学式: C₁₄H₂₂O₃
• 分子量: 238.327
• InChiKey: OJWMECAQTWFUEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  t-butyl 2-ethylacetoacetate 在 4-乙酰氨基苯磺酰叠氮 、 C₁₃H₁₄BNO*CH₂F₃NO₂S 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 1.0h， 生成 tert-butyl 2-(3-oxocyclohex-1-enyl)butanoate
  参考文献：
  名称：

  Catalytic Carbon Insertion into the β-Vinyl C–H Bond of Cyclic Enones with Alkyl Diazoacetates

  摘要：

  The first example of the boron Lewis acid catalyzed C-SP2-H functionalization of cyclic enones was achieved using diazoacetates. The insertion of the carbon atom of diazoacetates utilizes BF3 center dot Et2O or a newly designed oxazaborolidinium ion as a catalyst to afford beta-functionalized cyclic enones from simple cyclic enones In a single step and high yields. The reaction mechanism was investigated with deuterium labeled 2-cyclohexen-1-one.

  DOI：

  10.1021/ol4000026

文献信息

• Catalytic Carbon Insertion into the β-Vinyl C–H Bond of Cyclic Enones with Alkyl Diazoacetates
  作者：Sung Il Lee、Byung Chul Kang、Geum-Sook Hwang、Do Hyun Ryu

  DOI：10.1021/ol4000026

  日期：2013.4.5

  The first example of the boron Lewis acid catalyzed C-SP2-H functionalization of cyclic enones was achieved using diazoacetates. The insertion of the carbon atom of diazoacetates utilizes BF3 center dot Et2O or a newly designed oxazaborolidinium ion as a catalyst to afford beta-functionalized cyclic enones from simple cyclic enones In a single step and high yields. The reaction mechanism was investigated with deuterium labeled 2-cyclohexen-1-one.