13-(4-Tert-butylphenyl)-5,7-dioxatetracyclo[9.3.2.02,10.04,8]hexadeca-2,4(8),9,12-tetraene | 1009632-38-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 13-(4-Tert-butylphenyl)-5,7-dioxatetracyclo[9.3.2.02,10.04,8]hexadeca-2,4(8),9,12-tetraene
• 英文别名: 13-(4-tert-butylphenyl)-5,7-dioxatetracyclo[9.3.2.02,10.04,8]hexadeca-2,4(8),9,12-tetraene
• CAS: 1009632-38-5
• 化学式: C₂₄H₂₆O₂
• 分子量: 346.469
• InChiKey: GEYFGAMSQBVVSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5,7,14-Trioxatetracyclo[9.2.1.02,10.04,8]tetradeca-2,4(8),9-triene 、 trimethyl(2-(4-tert-butylphenyl)allyl)silane 在 silver hexafluoroantimonate 、 三苯基膦氯金 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以75%的产率得到13-(4-Tert-butylphenyl)-5,7-dioxatetracyclo[9.3.2.02,10.04,8]hexadeca-2,4(8),9,12-tetraene
  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.