hexahydro-2H-spiro[naphthalene-1,2'-[1,3]dioxolan]-4a(5H)-ol | 854596-10-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hexahydro-2H-spiro[naphthalene-1,2'-[1,3]dioxolan]-4a(5H)-ol
• CAS: 854596-10-4
• 化学式: C₁₂H₂₀O₃
• 分子量: 212.289
• InChiKey: UDCNDNPWODWBTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  hexahydro-2H-spiro[naphthalene-1,2'-[1,3]dioxolan]-4a(5H)-ol 、 (乙基硫代)三甲基硅烷 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 以69%的产率得到1,1-Bis-ethylsulfanyl-octahydro-naphthalen-4a-ol
  参考文献：
  名称：

  Efficient access to functionalised medium-ring systems by radical fragmentation/radical addition to α-iodoketones

  摘要：

  Functionalised medium-ring systems of various sizes can be efficiently prepared by a novel approach that embodies a radical-induced fragmentation of bicyclic P-hydroxy ketones, followed by a second radical-coupling reaction. The unexpected reactivity of ot-keto radicals is also discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.200
• 作为产物：
  描述：

  2-[2-(3-Iodo-propyl)-[1,3]dioxolan-2-yl]-cyclohexanone 在 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 生成 hexahydro-2H-spiro[naphthalene-1,2'-[1,3]dioxolan]-4a(5H)-ol
  参考文献：
  名称：

  Efficient access to functionalised medium-ring systems by radical fragmentation/radical addition to α-iodoketones

  摘要：

  Functionalised medium-ring systems of various sizes can be efficiently prepared by a novel approach that embodies a radical-induced fragmentation of bicyclic P-hydroxy ketones, followed by a second radical-coupling reaction. The unexpected reactivity of ot-keto radicals is also discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.200