(Z)-dimethyl(3-phenoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-en-1-yl)(phenyl)silane | 1565830-20-7

• 英文名称: (Z)-dimethyl(3-phenoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-en-1-yl)(phenyl)silane
• 英文别名: dimethyl-[(Z)-3-phenoxy-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-en-2-yl]-phenylsilane
• CAS: 1565830-20-7
• 化学式: C₂₃H₃₁BO₃Si
• 分子量: 394.394
• InChiKey: JTZPFDLIADWILP-FXBPSFAMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.78
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯基炔丙基醚 、 (二甲基苯硅烷基)硼酸频那醇酯 在 Au-TiO₂ 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以72%的产率得到(E)-dimethyl(3-phenoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-en-1-yl)(phenyl)silane
  参考文献：
  名称：

  Nanogold-Catalyzed cis-Silaboration of Alkynes with Abnormal Regioselectivity

  摘要：

  The first example of gold-catalyzed silaboration of alkynes with PhMe(2)SiBpin is documented in the presence of supported gold nanoparticles. In the case of terminal alkynes, the reaction proceeds at ambient conditions in very good yields and the regioselectivity is opposite to that observed in the presence of Pd or Pt catalysts. The abnormal regioselectivity is attributed to steric factors imposed by the Au nanoparticle during the 1,2-addition of silylborane to the alkyne.

  DOI：

  10.1021/ol500225x