(E)-2-methyl-8-(trimethylsilyl)oct-6-en-3-ol | 1366385-49-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-2-methyl-8-(trimethylsilyl)oct-6-en-3-ol
• CAS: 1366385-49-0
• 化学式: C₁₂H₂₆OSi
• 分子量: 214.423
• InChiKey: ZNXBGDGIZFAMNP-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  14.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)-2-methyl-8-(trimethylsilyl)oct-6-en-3-ol 在 caesium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (E)-S-(2-methyl-8-(trimethylsilyl)oct-6-en-3-yl) ethanethioate
  参考文献：
  名称：

  Synthesis of Sulfur-Containing Heterocycles through Oxidative Carbon–Hydrogen Bond Functionalization

  摘要：

  Vinyl sulfides react rapidly and efficiently with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) to form alpha,beta-unsaturated thiocarbenium ions through oxidative carbon-hydrogen bond cleavage. These electrophiles couple with appended pi-nucleophiles to yield sulfur-containing heterocycles through carbon-carbon bond formation. Several nucleophiles are compatible with the procedure, and the reactions generally proceed through readily predictable transition states.

  DOI：

  10.1021/ol3002877
• 作为产物：
  描述：

  在 甲醇 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-2-methyl-8-(trimethylsilyl)oct-6-en-3-ol
  参考文献：
  名称：

  Synthesis of Sulfur-Containing Heterocycles through Oxidative Carbon–Hydrogen Bond Functionalization

  摘要：

  Vinyl sulfides react rapidly and efficiently with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) to form alpha,beta-unsaturated thiocarbenium ions through oxidative carbon-hydrogen bond cleavage. These electrophiles couple with appended pi-nucleophiles to yield sulfur-containing heterocycles through carbon-carbon bond formation. Several nucleophiles are compatible with the procedure, and the reactions generally proceed through readily predictable transition states.

  DOI：

  10.1021/ol3002877