[(4R,4aS,8aR)-4,4a,8,8a-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-yl]methyl prop-2-enoate | 143016-78-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: [(4R,4aS,8aR)-4,4a,8,8a-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-yl]methyl prop-2-enoate
• CAS: 143016-78-8；143062-48-0；143062-49-1
• 化学式: C₁₀H₁₄O₆
• 分子量: 230.218
• InChiKey: UIMSRZGJEZFRMU-MRTMQBJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  环戊二烯 、 [(4R,4aS,8aR)-4,4a,8,8a-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-yl]methyl prop-2-enoate 在 二氯乙基铝 作用下， 反应 24.0h， 生成 、 [(4R,4aS,8aR)-4,4a,8,8a-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-yl]methyl (1R,2R,4R)-bicyclo[2.2.1]hept-5-ene-2-carboxylate
  参考文献：
  名称：

  Ligand assited asymmetric synthesis. II. Diastereoselective Diels-Alder additions with Lewis acid attracting auxillaries derived from pentitols

  摘要：

  The dimethylene acetals of the three pentitols and methylene acetal of 1,2,4-butanetriol behave as effective templates for the diastereoselective Diels-Alder reaction. The chirality transfer occurs through a chelate-complex involving one of the dioxane rings.

  DOI：

  10.1016/s0040-4039(00)92078-1
• 作为产物：
  描述：

  丙烯酰氯 、 O¹,O³;O²,O⁴-dimethanediyl-D-arabitol 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 [(4R,4aS,8aR)-4,4a,8,8a-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-yl]methyl prop-2-enoate
  参考文献：
  名称：

  Ligand assited asymmetric synthesis. II. Diastereoselective Diels-Alder additions with Lewis acid attracting auxillaries derived from pentitols

  摘要：

  The dimethylene acetals of the three pentitols and methylene acetal of 1,2,4-butanetriol behave as effective templates for the diastereoselective Diels-Alder reaction. The chirality transfer occurs through a chelate-complex involving one of the dioxane rings.

  DOI：

  10.1016/s0040-4039(00)92078-1

文献信息

• Ligand assited asymmetric synthesis. II. Diastereoselective Diels-Alder additions with Lewis acid attracting auxillaries derived from pentitols
  作者：Jean-Louis Gras、Annie Poncet、Robert Nouguier

  DOI：10.1016/s0040-4039(00)92078-1

  日期：1992.6

  The dimethylene acetals of the three pentitols and methylene acetal of 1,2,4-butanetriol behave as effective templates for the diastereoselective Diels-Alder reaction. The chirality transfer occurs through a chelate-complex involving one of the dioxane rings.