((2-allyl-6-methoxy-4-methylphenyl)ethynyl)trimethylsilane | 1256811-77-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ((2-allyl-6-methoxy-4-methylphenyl)ethynyl)trimethylsilane
• 英文别名: 2-(2-Methoxy-4-methyl-6-prop-2-enylphenyl)ethynyl-trimethylsilane
• CAS: 1256811-77-4
• 化学式: C₁₆H₂₂OSi
• 分子量: 258.436
• InChiKey: PKHZBHMFIQOJIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  ((2-allyl-6-methoxy-4-methylphenyl)ethynyl)trimethylsilane 在 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 水 、 丙酮 为溶剂， 反应 20.0h， 以94%的产率得到3-(3-methoxy-5-methyl-2-((trimethylsilyl)ethynyl)phenyl)propane-1,2-diol
  参考文献：
  名称：

  Synthesis of the Landomycinone Skeleton

  摘要：

  The synthesis of the highly functionalized tetracyclic skeleton of landomycinone (2), the aglycon of landomycins, was performed using two pivotal steps relying on metal-catalyzed reactions. They are (1) a [2 + 2 + 2] cycloaddition of alkynes promoted by Wilkinson's catalyst to build rings B and C concomitantly and (2) a ring-closing metathesis followed by aromatization to build ring D.

  DOI：

  10.1021/jo1018377
• 作为产物：
  描述：

  2-allyl-6-methoxy-4-methylphenyl trifluoromethanesulfonate 、 potassium (trimethylsilyl)ethynyltrifluoroborate 在 potassium phosphate 、 palladium diacetate 、 2-二环己基磷-2',6'-二异丙氧基-1,1'-联苯 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 以89%的产率得到((2-allyl-6-methoxy-4-methylphenyl)ethynyl)trimethylsilane
  参考文献：
  名称：

  Synthesis of the Landomycinone Skeleton

  摘要：

  The synthesis of the highly functionalized tetracyclic skeleton of landomycinone (2), the aglycon of landomycins, was performed using two pivotal steps relying on metal-catalyzed reactions. They are (1) a [2 + 2 + 2] cycloaddition of alkynes promoted by Wilkinson's catalyst to build rings B and C concomitantly and (2) a ring-closing metathesis followed by aromatization to build ring D.

  DOI：

  10.1021/jo1018377

文献信息

• Synthesis of the Landomycinone Skeleton
  作者：Xavier Bugaut、Xavier Guinchard、Emmanuel Roulland

  DOI：10.1021/jo1018377

  日期：2010.12.3

  The synthesis of the highly functionalized tetracyclic skeleton of landomycinone (2), the aglycon of landomycins, was performed using two pivotal steps relying on metal-catalyzed reactions. They are (1) a [2 + 2 + 2] cycloaddition of alkynes promoted by Wilkinson's catalyst to build rings B and C concomitantly and (2) a ring-closing metathesis followed by aromatization to build ring D.