4-Methyl-1-oxaspiro<4.5>decane | 135975-04-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 4-Methyl-1-oxaspiro<4.5>decane
• 英文别名: 4-methyl-1-oxaspiro[4.5]decane
• CAS: 135975-04-1
• 化学式: C₁₀H₁₈O
• 分子量: 154.252
• InChiKey: DATSCZNREMRQPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 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：

  原白头翁素 在 palladium on activated charcoal 吡啶 、 锂硼氢 、 氢气 、 对苯二酚 、 对甲苯磺酰氯 作用下， 以 四氢呋喃 、 乙醚 为溶剂， -20.0~155.0 ℃ 、202.65 kPa 条件下， 反应 43.5h， 生成 4-Methyl-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

• Ruthenium-Porphyrin-Catalyzed Diastereoselective Intramolecular Alkyl Carbene Insertion into CH Bonds of Alkyl Diazomethanes Generated In Situ from<i>N</i>-Tosylhydrazones
  作者：Annapureddy Rajasekar Reddy、Cong-Ying Zhou、Zhen Guo、Jinhu Wei、Chi-Ming Che

  DOI：10.1002/anie.201408102

  日期：2014.12.15

  slow addition with a syringe pump. From a synthetic point of view, the CH insertion of N‐tosylhydrazones can be viewed as reductive coupling between a CO bond and a CH bond to form a new CC bond, since N‐tosylhydrazones can be readily prepared from carbonyl compounds. This reaction was successfully applied in a concise synthesis of (±)‐pseudoheliotridane.

  用钌-卟啉催化剂，从原位生成的烷基重氮甲烷Ñ -tosylhydrazones有效后行分子内C（SP 3） H成烷基碳烯，得到取代的四氢呋喃和吡咯烷在多达99％的产率，并用高达99插入：1顺式选择性。该反应显示出对许多功能的良好耐受性，并且该过程简单，无需使用注射泵缓慢添加。从一个合成点中，C  h的插入Ñ -tosylhydrazones可以被看作是一个CO键和C之间还原偶联 H键以形成一个新的C  C键，由于Ñ甲苯磺酰hydr可以很容易地由羰基化合物制备。该反应已成功地用于简明的（±）-伪三碘三环烷的合成中。