4-(3,3-Diethoxy-propenyl)-4-hydroxy-cyclohexa-2,5-dienone | 360077-59-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(3,3-Diethoxy-propenyl)-4-hydroxy-cyclohexa-2,5-dienone
• 英文别名: 4-[(E)-3,3-diethoxyprop-1-enyl]-4-hydroxycyclohexa-2,5-dien-1-one
• CAS: 360077-59-4
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: UQMZUACTHKFLAN-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 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-Diethoxy-propenyl)-4-hydroxy-cyclohexa-2,5-dienone 在 叔丁基过氧化氢 、 叔丁基锂 作用下， 以 四氢呋喃 、 癸烷 、 二氯甲烷 为溶剂， -30.0~350.0 ℃ 、1400.03 MPa 条件下， 反应 154.0h， 生成 5-(3,3-Diethoxy-propenyl)-5-hydroxy-7-oxa-bicyclo[4.1.0]hept-3-en-2-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：

  丙醛二乙基乙缩醛 在 叔丁基锂 、 silica gel 、 红铝 作用下， 以 四氢呋喃 、 乙酸乙酯 、 甲苯 、 Petroleum ether 、 正戊烷 为溶剂， 反应 1.75h， 生成 4-(3,3-Diethoxy-propenyl)-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.