[2-Methoxy-1-(3-methylbut-2-enyl)-6-oxocyclohexa-2,4-dien-1-yl] prop-2-enoate | 1006054-39-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [2-Methoxy-1-(3-methylbut-2-enyl)-6-oxocyclohexa-2,4-dien-1-yl] prop-2-enoate
• CAS: 1006054-39-2
• 化学式: C₁₅H₁₈O₄
• 分子量: 262.306
• InChiKey: BSICLQDVKKVQPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  [2-Methoxy-1-(3-methylbut-2-enyl)-6-oxocyclohexa-2,4-dien-1-yl] prop-2-enoate 以 甲苯 为溶剂， 反应 18.0h， 以76%的产率得到7-methoxy-3-(3-methylbut-2-enyl)-4-oxatricyclo[4.3.1.03,7]dec-8-ene-2,5-dione
  参考文献：
  名称：

  Construction of the 3-prenyl-4-oxa-tricyclo[4.3.1.03,7]dec-8-en-2-one core of caged xanthonoid natural products via tandem Wessely oxidation–intramolecular [4+2] cycloaddition

  摘要：

  A two-step protocol based on tandem Wessely oxidation/intramolecular Diels-Alder reaction to provide general access to the 3-prenyl-4-oxa-tricyclo[4.3. 1.0(3,7)]dec-8-en-2-one core present in the caged Garcinia xanthonoids is demonstrated. These readily accessible tricyclic scaffolds also provide ready entry into a variety of substituted gamma-lactones through a photochemical 1,3-acyl shift and decarbonylation. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.050
• 作为产物：
  描述：

  3-甲氧基-2-(3-甲基丁-2-烯基)苯酚 、 丙烯酸 在 lead(IV) acetate 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以45%的产率得到[2-Methoxy-1-(3-methylbut-2-enyl)-6-oxocyclohexa-2,4-dien-1-yl] prop-2-enoate
  参考文献：
  名称：

  Construction of the 3-prenyl-4-oxa-tricyclo[4.3.1.03,7]dec-8-en-2-one core of caged xanthonoid natural products via tandem Wessely oxidation–intramolecular [4+2] cycloaddition

  摘要：

  A two-step protocol based on tandem Wessely oxidation/intramolecular Diels-Alder reaction to provide general access to the 3-prenyl-4-oxa-tricyclo[4.3. 1.0(3,7)]dec-8-en-2-one core present in the caged Garcinia xanthonoids is demonstrated. These readily accessible tricyclic scaffolds also provide ready entry into a variety of substituted gamma-lactones through a photochemical 1,3-acyl shift and decarbonylation. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.050

文献信息

• Construction of the 3-prenyl-4-oxa-tricyclo[4.3.1.03,7]dec-8-en-2-one core of caged xanthonoid natural products via tandem Wessely oxidation–intramolecular [4+2] cycloaddition
  作者：Goverdhan Mehta、Pulakesh Maity

  DOI：10.1016/j.tetlet.2007.11.050

  日期：2008.1

  A two-step protocol based on tandem Wessely oxidation/intramolecular Diels-Alder reaction to provide general access to the 3-prenyl-4-oxa-tricyclo[4.3. 1.0(3,7)]dec-8-en-2-one core present in the caged Garcinia xanthonoids is demonstrated. These readily accessible tricyclic scaffolds also provide ready entry into a variety of substituted gamma-lactones through a photochemical 1,3-acyl shift and decarbonylation. (C) 2007 Elsevier Ltd. All rights reserved.