3,3,6-trimethylhept-5-ene-1,4-diol | 1304511-67-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3,3,6-trimethylhept-5-ene-1,4-diol
• 英文别名: 3,3,6-Trimethylhept-5-ene-1,4-diol
• CAS: 1304511-67-8
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: UKKJTBYGBKMIPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,5-dimethyl-1,4-hexadien-3-ol 在 叔丁基过氧化氢 、 caesium hydroxide monohydrate 、 Cyclopentylmagnesium chloride 作用下， 以 四氢呋喃 、 乙醚 、 癸烷 、 N,N-二甲基甲酰胺 、 Petroleum ether 为溶剂， 反应 9.17h， 生成 3,3,6-trimethylhept-5-ene-1,4-diol
  参考文献：
  名称：

  Generation of quaternary centers by reductive cross-coupling: shifting of regioselectivity in a subset of allylic alcohol-based coupling reactions

  摘要：

  Regioselective titanium alkoxide-mediated reductive cross-coupling reactions of allylic alcohols with vinylsilanes and imines have previously been demonstrated to proceed with allylic transposition by formal metallo-[3,3]-rearrangement [thought to proceed by a sequence of: (1) directed carbometalation, and (2) syn-elimination]. While many examples have been described that support this reaction path, a collection of substrates have recently been identified that react by way of an alternative pathway, delivering a concise convergent route to coupled products bearing a quaternary center. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.059

文献信息

• Generation of quaternary centers by reductive cross-coupling: shifting of regioselectivity in a subset of allylic alcohol-based coupling reactions
  作者：Dexi Yang、Justin K. Belardi、Glenn C. Micalizio

  DOI：10.1016/j.tetlet.2010.11.059

  日期：2011.4

  Regioselective titanium alkoxide-mediated reductive cross-coupling reactions of allylic alcohols with vinylsilanes and imines have previously been demonstrated to proceed with allylic transposition by formal metallo-[3,3]-rearrangement [thought to proceed by a sequence of: (1) directed carbometalation, and (2) syn-elimination]. While many examples have been described that support this reaction path, a collection of substrates have recently been identified that react by way of an alternative pathway, delivering a concise convergent route to coupled products bearing a quaternary center. (C) 2010 Elsevier Ltd. All rights reserved.