(4R,5R)-2-dimethylsilyl-4,5-dimethyl-1,3,2-dioxaborolane | 612835-94-6

• 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: (4R,5R)-2-dimethylsilyl-4,5-dimethyl-1,3,2-dioxaborolane
• 英文别名: (4R,5R)-2-(Dimethylphenylsilyl)-4,5-dimethyl-1,3,2-dioxaborolane；[(4R,5R)-4,5-dimethyl-1,3,2-dioxaborolan-2-yl]-dimethyl-phenylsilane
• CAS: 612835-94-6
• 化学式: C₁₂H₁₉BO₂Si
• 分子量: 234.178
• InChiKey: VKSNJUKWYLVWQA-GHMZBOCLSA-N

物化性质

• 沸点：
  248.0±23.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.99
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  penta-3,4-dienyl-benzene 、 (4R,5R)-2-dimethylsilyl-4,5-dimethyl-1,3,2-dioxaborolane 在 三苯基膦 作用下， 以 甲苯 为溶剂， 生成 3-(dimethylphenylsilyl)-5-phenyl-2-((4R,5R)-4,5-dimethyl-1,3,2-dioxaborolan-2-yl)-1-pentene
  参考文献：
  名称：

  Enantioface-Selective Palladium-Catalyzed Silaboration of Allenes via Double Asymmetric Induction

  摘要：

  Enantioenriched beta-borylallylsilanes were synthesized by palladium-catalyzed enantioface-selective addition of the silicon-boron bond to terminal allenes using a palladium catalyst possessing a chiral monodentate phosphine ligand. Use of a silylborane bearing a chiral auxiliary on the boron atom was beneficial to gain enantioface selectivities as high as 96% de.

  DOI：

  10.1021/ja0368958
• 作为产物：
  描述：

  (2R,3R)-(-)-2,3-丁二醇 、 N-[chloro-[dimethyl(phenyl)silyl]boranyl]-N-ethylethanamine 以 正己烷 为溶剂， 反应 1.0h， 生成 (4R,5R)-2-dimethylsilyl-4,5-dimethyl-1,3,2-dioxaborolane
  参考文献：
  名称：

  Enantioface-Selective Palladium-Catalyzed Silaboration of Allenes via Double Asymmetric Induction

  摘要：

  Enantioenriched beta-borylallylsilanes were synthesized by palladium-catalyzed enantioface-selective addition of the silicon-boron bond to terminal allenes using a palladium catalyst possessing a chiral monodentate phosphine ligand. Use of a silylborane bearing a chiral auxiliary on the boron atom was beneficial to gain enantioface selectivities as high as 96% de.

  DOI：

  10.1021/ja0368958

文献信息

• Enantioface-Selective Palladium-Catalyzed Silaboration of Allenes via Double Asymmetric Induction
  作者：Michinori Suginome、Toshimichi Ohmura、Yoshihiro Miyake、Shin'ichirou Mitani、Yoshihiko Ito、Masahiro Murakami

  DOI：10.1021/ja0368958

  日期：2003.9.1

  Enantioenriched beta-borylallylsilanes were synthesized by palladium-catalyzed enantioface-selective addition of the silicon-boron bond to terminal allenes using a palladium catalyst possessing a chiral monodentate phosphine ligand. Use of a silylborane bearing a chiral auxiliary on the boron atom was beneficial to gain enantioface selectivities as high as 96% de.