(2-deuteriocyclohexyl)di-tert-butylmethoxysilane

• 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: (2-deuteriocyclohexyl)di-tert-butylmethoxysilane
• 英文别名: Ditert-butyl-(2-deuteriocyclohexyl)-methoxysilane
• 化学式: C₁₅H₃₂OSi
• 分子量: 257.496
• InChiKey: ZDFIKMIAGIHTKG-WORMITQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.51
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  氘代甲醇-d 、 7,7-di-tert-butyl-7-silabicyclo[4.1.0]heptane 在 potassium fluoride 作用下， 以 四氢呋喃 为溶剂， 以53%的产率得到(2-deuteriocyclohexyl)di-tert-butylmethoxysilane
  参考文献：
  名称：

  Stereo- and Regioselectivity of Reactions of Siliranes with Aldehydes and Related Substrates

  摘要：

  Siliranes undergo stereoselective and regioselective insertions of benzaldehyde to provide oxasi-lacyclopentane products. The thermal reaction (>100 degrees C) leads to more decomposition and side products, whereas the catalyzed variant (t-BuOK, (25 degrees C) proceeds more cleanly with a high degree of inversion (>95%). Treatment of siliranes with enolizable aldehydes leads to silyl enol ethers. The reaction of a silirane at high temperatures with an imine leads to reductive dimerization, presumably by way of intermediate-free silylene. The mechanism for the catalyzed insertion of benzaldehyde is discussed.

  DOI：

  10.1021/jo970263k

文献信息

• Stereo- and Regioselectivity of Reactions of Siliranes with Aldehydes and Related Substrates
  作者：Paul M. Bodnar、Wylie S. Palmer、Brian H. Ridgway、Jared T. Shaw、Jacqueline H. Smitrovich、K. A. Woerpel

  DOI：10.1021/jo970263k

  日期：1997.7.1

  Siliranes undergo stereoselective and regioselective insertions of benzaldehyde to provide oxasi-lacyclopentane products. The thermal reaction (>100 degrees C) leads to more decomposition and side products, whereas the catalyzed variant (t-BuOK, (25 degrees C) proceeds more cleanly with a high degree of inversion (>95%). Treatment of siliranes with enolizable aldehydes leads to silyl enol ethers. The reaction of a silirane at high temperatures with an imine leads to reductive dimerization, presumably by way of intermediate-free silylene. The mechanism for the catalyzed insertion of benzaldehyde is discussed.