4,5-Dimethoxytricyclo[6.3.2.02,7]trideca-2,4,6-triene-10-carbaldehyde | 1009632-50-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 4,5-Dimethoxytricyclo[6.3.2.02,7]trideca-2,4,6-triene-10-carbaldehyde
• 英文别名: 4,5-dimethoxytricyclo[6.3.2.02,7]trideca-2,4,6-triene-10-carbaldehyde
• CAS: 1009632-50-1
• 化学式: C₁₆H₂₀O₃
• 分子量: 260.333
• InChiKey: NCZWPZRDCDQPOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4,5-Dimethoxy-11-oxatricyclo[6.2.1.02,7]undeca-2,4,6-triene 、 O-trimethylsilyl-2-(trimethylsilylmethyl)prop-2-en-1-ol 在 silver hexafluoroantimonate 、 三苯基膦氯金 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以48%的产率得到4,5-Dimethoxytricyclo[6.3.2.02,7]trideca-2,4,6-triene-10-carbaldehyde
  参考文献：
  名称：

  Gold-Catalyzed [4+3]-Annulation of Oxabicyclic Benzenes with 2-Substituted Allylsilanes through Tandem Allylation and Cyclization

  摘要：

  This work reports new gold-catalyzed [4 + 3]-annulations of oxacyclic benzenes with 2-substituted allylsilanes through tandem allylation and cyclization; on the basis of experimental observations, we propose a mechanism involving the opening of the oxacyclic ring by a PPh3Au+-assisted S(N)2-attack of allylsilanes.

  DOI：

  10.1021/ol7030334

文献信息

• Gold-Catalyzed [4+3]-Annulation of Oxabicyclic Benzenes with 2-Substituted Allylsilanes through Tandem Allylation and Cyclization
  作者：Yu-Chia Hsu、Swarup Datta、Chun-Ming Ting、Rai-Shung Liu

  DOI：10.1021/ol7030334

  日期：2008.2.1

  This work reports new gold-catalyzed [4 + 3]-annulations of oxacyclic benzenes with 2-substituted allylsilanes through tandem allylation and cyclization; on the basis of experimental observations, we propose a mechanism involving the opening of the oxacyclic ring by a PPh3Au+-assisted S(N)2-attack of allylsilanes.