(1E)-1,1-dichloro-2-(4-(3-methoxyphenyl)-1-butenyl)-2-triisopropylsilyloxycyclopropane | 952315-78-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (1E)-1,1-dichloro-2-(4-(3-methoxyphenyl)-1-butenyl)-2-triisopropylsilyloxycyclopropane
• 英文别名: [2,2-dichloro-1-[(E)-4-(3-methoxyphenyl)but-1-enyl]cyclopropyl]oxy-tri(propan-2-yl)silane
• CAS: 952315-78-5
• 化学式: C₂₃H₃₆Cl₂O₂Si
• 分子量: 443.529
• InChiKey: SPVJPHSYRHSBHQ-NTEUORMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.69
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1E)-1,1-dichloro-2-(4-(3-methoxyphenyl)-1-butenyl)-2-triisopropylsilyloxycyclopropane 在 silver tetrafluoroborate 作用下， 以 乙腈 为溶剂， 反应 7.0h， 以53%的产率得到7-methoxy-2,3,4,5-tetrahydro-cyclopenta[a]naphthalen-1-one
  参考文献：
  名称：

  Interrupted Nazarov Reactions Using Dichlorocyclopropanes:  A Novel Mode of Arene Trapping

  摘要：

  2-Siloxy-2-alkenyl-1,1-dichlorocyclopropanes with aryl-terminated side chains undergo silver-assisted electrocyclic opening/Nazarov cyclization. The resulting 2-siloxycyclopentenyl cations are intercepted by the pendant arenes to furnish tricyclic adducts in moderate to good yields. In cases where the arene trap was tethered through the cyclopropane unit, a new mode of trapping occurred to generate unique bridged carbon frameworks.

  DOI：

  10.1021/ol7015669
• 作为产物：
  描述：

  6-(3-methoxyphenyl)-(3E)-hexen-2-one 在 sodium hydroxide 、 苄基三乙基氯化铵 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 (1E)-1,1-dichloro-2-(4-(3-methoxyphenyl)-1-butenyl)-2-triisopropylsilyloxycyclopropane
  参考文献：
  名称：

  Interrupted Nazarov Reactions Using Dichlorocyclopropanes:  A Novel Mode of Arene Trapping

  摘要：

  2-Siloxy-2-alkenyl-1,1-dichlorocyclopropanes with aryl-terminated side chains undergo silver-assisted electrocyclic opening/Nazarov cyclization. The resulting 2-siloxycyclopentenyl cations are intercepted by the pendant arenes to furnish tricyclic adducts in moderate to good yields. In cases where the arene trap was tethered through the cyclopropane unit, a new mode of trapping occurred to generate unique bridged carbon frameworks.

  DOI：

  10.1021/ol7015669

文献信息

• Interrupted Nazarov Reactions Using Dichlorocyclopropanes:  A Novel Mode of Arene Trapping
  作者：Tina N. Grant、F. G. West

  DOI：10.1021/ol7015669

  日期：2007.9.1

  2-Siloxy-2-alkenyl-1,1-dichlorocyclopropanes with aryl-terminated side chains undergo silver-assisted electrocyclic opening/Nazarov cyclization. The resulting 2-siloxycyclopentenyl cations are intercepted by the pendant arenes to furnish tricyclic adducts in moderate to good yields. In cases where the arene trap was tethered through the cyclopropane unit, a new mode of trapping occurred to generate unique bridged carbon frameworks.