(Z)-1,1,3,3-tetramethyl-5-(prop-1-en-1-yloxy)cyclohexane | 1256151-45-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-1,1,3,3-tetramethyl-5-(prop-1-en-1-yloxy)cyclohexane
• 英文别名: 1,1,3,3-tetramethyl-5-[(Z)-prop-1-enoxy]cyclohexane
• CAS: 1256151-45-7
• 化学式: C₁₃H₂₄O
• 分子量: 196.333
• InChiKey: AAUJEXFPVVPPQY-SREVYHEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 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：

  5-(allyloxy)-1,1,3,3-tetramethylcyclohexane 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 以100%的产率得到(Z)-1,1,3,3-tetramethyl-5-(prop-1-en-1-yloxy)cyclohexane
  参考文献：
  名称：

  Isomerization of Allyl Ethers Initiated by Lithium Diisopropylamide

  摘要：

  Lithium diisopropylamide (LDA) promotes virtually quantitative conversion of allylic ethers to (Z)-propenyl ethers. It was discovered that allylic ethers can be isomerized efficiently with very high stereoselectivity to (Z)-propenyl ethers by LDA in THF at room temperature. The reaction time for the conversion increases with more sterically hindered allylic ethers. Different amides were also compared with LDA for their ability to effect this isomerization.

  DOI：

  10.1021/ol102029u

文献信息

• Isomerization of Allyl Ethers Initiated by Lithium Diisopropylamide
  作者：Chicheung Su、Paul G. Williard

  DOI：10.1021/ol102029u

  日期：2010.12.3

  Lithium diisopropylamide (LDA) promotes virtually quantitative conversion of allylic ethers to (Z)-propenyl ethers. It was discovered that allylic ethers can be isomerized efficiently with very high stereoselectivity to (Z)-propenyl ethers by LDA in THF at room temperature. The reaction time for the conversion increases with more sterically hindered allylic ethers. Different amides were also compared with LDA for their ability to effect this isomerization.