1-<<(Methoxyethoxy)methyl>oxy>-2-methyl-1-<(trimethylsilyl)ethynyl>cyclopentane | 139107-43-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-<<(Methoxyethoxy)methyl>oxy>-2-methyl-1-<(trimethylsilyl)ethynyl>cyclopentane
• 英文别名: 2-[(1R,2R)-1-(2-methoxyethoxymethoxy)-2-methylcyclopentyl]ethynyl-trimethylsilane
• CAS: 139107-43-0
• 化学式: C₁₅H₂₈O₃Si
• 分子量: 284.471
• InChiKey: XWTLMGPAAFBIBD-CABCVRRESA-N

物化性质

• 沸点：
  309.1±27.0 °C(Predicted)
• 密度：
  0.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(Trimethylsilyl)-3-<<(methoxyethoxy)methyl>oxy>oct-7-en-1-yne 生成 1-<<(Methoxyethoxy)methyl>oxy>-2-methyl-1-<(trimethylsilyl)ethynyl>cyclopentane
  参考文献：
  名称：

  Carbocyclisation of ω-ethylenic propargylic zinc reagents

  摘要：

  Omega-ethylenic propargylic zinc reagents undergo cyclisation. Particularly efficient are the reagents derived from propargylic ethers.

  DOI：

  10.1016/s0040-4039(00)92374-8

文献信息

• Intramolecular Metallo-Ene-Allene Reactions. A New Carbocycles Synthesis
  作者：Christophe Meyer、Ilane Marek、Gilles Courtemanche、Jean-F. Normant

  DOI：10.1021/jo00109a017

  日期：1995.2

  Polysubstituted enynes have been lithiated on the propargylic position, and transmetalation to the corresponding zinc reagents promotes an easy cyclization reaction leading to polysubstituted cyclopentylmethylzinc derivatives. This cyclization is stereospecific, and a single diastereoisomer is formed, even when a tertiary and a quaternary center are linked in the process. The reaction is considered to take place via a metallo-ene-allene process.