1-tert-butyldiphenylsilyloxypenten-3-ol | 1202407-71-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1-tert-butyldiphenylsilyloxypenten-3-ol
• 英文别名: 1-[Tert-butyl(diphenyl)silyl]oxypentan-3-ol
• CAS: 1202407-71-3
• 化学式: C₂₁H₃₀O₂Si
• 分子量: 342.554
• InChiKey: XUCRTNDNVFEPQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.72
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  三甲基铝 、 4-tert-butyldiphenylsilyloxy-1-butene 在 (C₅Me₄SiMe₃)Sc(CH₂C₆H₄NMe₂-o)₂ 、 三苯碳四(五氟苯基)硼酸盐 、 氧气 、 盐酸 、 水 作用下， 以 甲苯 为溶剂， 反应 14.5h， 以93%的产率得到1-tert-butyldiphenylsilyloxypenten-3-ol
  参考文献：
  名称：

  Scandium-Catalyzed Regio- and Stereospecific Methylalumination of Silyloxy/Alkoxy-Substituted Alkynes and Alkenes

  摘要：

  Various alkynes and alkenes having a tethered ether group undergo methylalumination reactions with unprecedented regio- and stereoselectivity in the presence of a cationic half-sandwich alkylscandium species as a catalyst. The oxygen atom of the ether group plays an important role in controlling the selectivity, possibly by coordinating to the metal center. Even when a bulky tertbutyl(diphenyl)silyloxy group is used as the tether group, there is no loss of selectivity.

  DOI：

  10.1021/ja909126k

文献信息

• Scandium-Catalyzed Regio- and Stereospecific Methylalumination of Silyloxy/Alkoxy-Substituted Alkynes and Alkenes
  作者：Masanori Takimoto、Saori Usami、Zhaomin Hou

  DOI：10.1021/ja909126k

  日期：2009.12.30

  Various alkynes and alkenes having a tethered ether group undergo methylalumination reactions with unprecedented regio- and stereoselectivity in the presence of a cationic half-sandwich alkylscandium species as a catalyst. The oxygen atom of the ether group plays an important role in controlling the selectivity, possibly by coordinating to the metal center. Even when a bulky tertbutyl(diphenyl)silyloxy group is used as the tether group, there is no loss of selectivity.