4-(3,3-Diethoxypropyl)-4 hydroxy-cyclohexa-2,5-dienone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(3,3-Diethoxypropyl)-4 hydroxy-cyclohexa-2,5-dienone
• 英文别名: 4-(3,3-Diethoxypropyl)-4-hydroxycyclohexa-2,5-dien-1-one；4-(3,3-diethoxypropyl)-4-hydroxycyclohexa-2,5-dien-1-one
• 化学式: C₁₃H₂₀O₄
• 分子量: 240.299
• InChiKey: MSBOIOOHMZIZMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3,3-Diethoxypropyl)-4 hydroxy-cyclohexa-2,5-dienone 在 camphor-10-sulfonic acid 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以63%的产率得到2-Ethoxy-1-oxa-spiro[4.5]deca-6,9-dien-8-one
  参考文献：
  名称：

  New Cyclohexadienone Derivatives: Preparation and Chiral Discrimination in High-Pressure Diels-Alder Cycloadditions

  摘要：

  A wide range of cyclohexadienones has been synthesised in order to study their reactivity and their regio- and stereoselectivity with the enantiopure diene 1 under high-pressure conditions. Computational investigations were used to point out some parameters which affect the reactivity in this high chiral discrimination process. In addition, the resulting [4+2] cycloadducts allowed the preparation of new polyfunctional cyclohexenone derivatives.

  DOI：

  10.1002/1521-3765(20010601)7:11<2349::aid-chem23490>3.0.co;2-c
• 作为产物：
  描述：

  3-氯丙醛二乙醇缩醛 在 silica gel 、 magnesium 、 1,2-二溴乙烷 作用下， 以 四氢呋喃 、 乙酸乙酯 、 Petroleum ether 为溶剂， 反应 2.0h， 生成 4-(3,3-Diethoxypropyl)-4 hydroxy-cyclohexa-2,5-dienone
  参考文献：
  名称：

  New Cyclohexadienone Derivatives: Preparation and Chiral Discrimination in High-Pressure Diels-Alder Cycloadditions

  摘要：

  A wide range of cyclohexadienones has been synthesised in order to study their reactivity and their regio- and stereoselectivity with the enantiopure diene 1 under high-pressure conditions. Computational investigations were used to point out some parameters which affect the reactivity in this high chiral discrimination process. In addition, the resulting [4+2] cycloadducts allowed the preparation of new polyfunctional cyclohexenone derivatives.

  DOI：

  10.1002/1521-3765(20010601)7:11<2349::aid-chem23490>3.0.co;2-c

文献信息

• New Cyclohexadienone Derivatives: Preparation and Chiral Discrimination in High-Pressure Diels-Alder Cycloadditions
  作者：Marie-Elise Trân-Huu-Dâu、Rudolf Wartchow、Ekkehard Winterfeldt、Yung-Sing Wong

  DOI：10.1002/1521-3765(20010601)7:11<2349::aid-chem23490>3.0.co;2-c

  日期：2001.6.1

  A wide range of cyclohexadienones has been synthesised in order to study their reactivity and their regio- and stereoselectivity with the enantiopure diene 1 under high-pressure conditions. Computational investigations were used to point out some parameters which affect the reactivity in this high chiral discrimination process. In addition, the resulting [4+2] cycloadducts allowed the preparation of new polyfunctional cyclohexenone derivatives.