(E)-tert-butyl[(5-cycloheptylpent-4-en-1-yl)oxy]dimethylsilane | 1353557-71-7

• 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: (E)-tert-butyl[(5-cycloheptylpent-4-en-1-yl)oxy]dimethylsilane
• 英文别名: tert-butyl-[(E)-5-cycloheptylpent-4-enoxy]-dimethylsilane
• CAS: 1353557-71-7
• 化学式: C₁₈H₃₆OSi
• 分子量: 296.569
• InChiKey: NWLVCKVFGPWVDD-RVDMUPIBSA-N

物化性质

• 沸点：
  337.1±11.0 °C(Predicted)
• 密度：
  0.887±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.32
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 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：

  (E)-tert-butyldimethyl((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-4-en-1-yl)oxy)silane 、 氯环庚烷 在 叔丁基锂 、 FeCl₂(SciOPP) 、 magnesium bromide 作用下， 以 四氢呋喃 、 十一烷 为溶剂， 反应 25.0h， 以83%的产率得到(E)-tert-butyl[(5-cycloheptylpent-4-en-1-yl)oxy]dimethylsilane
  参考文献：
  名称：

  Stereospecific Cross-Coupling between Alkenylboronates and Alkyl Halides Catalyzed by Iron–Bisphosphine Complexes

  摘要：

  A stereospecific and high-yielding cross-coupling reaction between alkenylboron reagents and alkyl halides is described. The reaction has been achieved by using well-defined iron bisphosphine complexes such as 1b FeCl2(3,5-t-Bu-2-SciOPP), which was recently developed by the authors' group. Various nonactivated alkyl bromides and chlorides possessing a base/nucleophile-sensitive functional group can participate in the cross-coupling, demonstrating its utility for stereoselective synthesis of functional molecules bearing a carbon carbon double bond.

  DOI：

  10.1021/jo202151f

文献信息

• Stereospecific Cross-Coupling between Alkenylboronates and Alkyl Halides Catalyzed by Iron–Bisphosphine Complexes
  作者：Toru Hashimoto、Takuji Hatakeyama、Masaharu Nakamura

  DOI：10.1021/jo202151f

  日期：2012.1.20

  A stereospecific and high-yielding cross-coupling reaction between alkenylboron reagents and alkyl halides is described. The reaction has been achieved by using well-defined iron bisphosphine complexes such as 1b FeCl2(3,5-t-Bu-2-SciOPP), which was recently developed by the authors' group. Various nonactivated alkyl bromides and chlorides possessing a base/nucleophile-sensitive functional group can participate in the cross-coupling, demonstrating its utility for stereoselective synthesis of functional molecules bearing a carbon carbon double bond.