4,8-Dimethyl-1-oxaspiro<4.5>decane | 94607-64-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: 4,8-Dimethyl-1-oxaspiro<4.5>decane
• 英文别名: 4,8-Dimethyl-1-oxaspiro[4.5]decane
• CAS: 94607-64-4；94607-84-8
• 化学式: C₁₁H₂₀O
• 分子量: 168.279
• InChiKey: JPPUBUDZRFHSLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  8-methyl-1-oxaspiro<4.5>deca-3,7-dien-2-one 在 palladium on activated charcoal 吡啶 、 锂硼氢 、 氢气 、 对甲苯磺酰氯 作用下， 以 四氢呋喃 、 乙醚 为溶剂， -20.0~25.0 ℃ 、202.65 kPa 条件下， 反应 39.5h， 生成 4,8-Dimethyl-1-oxaspiro<4.5>decane
  参考文献：
  名称：

  General synthesis of 1-oxaspiro[4.5]decan-2-ones and 1-oxaspiro[4.5]decanes from 5-methylene-2(5H)-furanone

  摘要：

  5-Methylene-2(5H)-furanone underwent Diels-Alder cycloadditions to butadiene and several acyclic and cyclic C-substituted dienes, respectively, affording bicyclic and tricyclic spiroadducts in good yields. These compounds are precursors of other unsaturated and saturated spirolactones and also spiroethers, which were obtained through simple chemical reactions, i.e., hydrogenation of C-C double bonds, reduction of the carbonyl group, and Michael addition. The synthesis of 32 spirolactones and eight spiroethers illustrates the scope and efficiency of this method. Many of these products are suitable for use as components of perfumes and aromas owing to their olfactive properties.

  DOI：

  10.1021/jo00019a019

文献信息

• General synthesis of 1-oxaspiro[4.5]decan-2-ones and 1-oxaspiro[4.5]decanes from 5-methylene-2(5H)-furanone
  作者：Daniel Alonso、Josep Font、Rosa M. Ortuno

  DOI：10.1021/jo00019a019

  日期：1991.9

  5-Methylene-2(5H)-furanone underwent Diels-Alder cycloadditions to butadiene and several acyclic and cyclic C-substituted dienes, respectively, affording bicyclic and tricyclic spiroadducts in good yields. These compounds are precursors of other unsaturated and saturated spirolactones and also spiroethers, which were obtained through simple chemical reactions, i.e., hydrogenation of C-C double bonds, reduction of the carbonyl group, and Michael addition. The synthesis of 32 spirolactones and eight spiroethers illustrates the scope and efficiency of this method. Many of these products are suitable for use as components of perfumes and aromas owing to their olfactive properties.