(E)-3-(3-pyridyl)-3-penten-1-ol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (E)-3-(3-pyridyl)-3-penten-1-ol
• 英文别名: (E)-3-pyridin-3-ylpent-3-en-1-ol
• 化学式: C₁₀H₁₃NO
• 分子量: 163.219
• InChiKey: HSBINUMOWOSGIO-XNWCZRBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  diisopropyl-(3-pentynyloxy)silane 在 dihydrogen hexachloroplatinate 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 、 异丙醇 为溶剂， 反应 52.34h， 生成 (E)-3-(3-pyridyl)-3-penten-1-ol
  参考文献：
  名称：

  Intramolecular Hydrosilylation and Silicon-Assisted Cross-Coupling:  An Efficient Route to Trisubstituted Homoallylic Alcohols

  摘要：

  [GRAPHICS]Alkylidenesilacyclopentanes (formed by intramolecular hydrosilylation of homopropargyl alcohols) are efficiently coupled with aryl or alkenyl halides in the presence of tetrabutylammonium fluoride and a palladium(0) catalyst. Yields of cross-coupling were generally high, and the reaction is compatible with a wide range of functional groups. The overall transformation achieves the conversion of homopropargyl alcohols to trisubstituted homoallylic alcohols in a highly stereoselective fashion.

  DOI：

  10.1021/ol006769y

文献信息

• Intramolecular Hydrosilylation and Silicon-Assisted Cross-Coupling:  An Efficient Route to Trisubstituted Homoallylic Alcohols
  作者：Scott E. Denmark、Weitao Pan

  DOI：10.1021/ol006769y

  日期：2001.1.1

  [GRAPHICS]Alkylidenesilacyclopentanes (formed by intramolecular hydrosilylation of homopropargyl alcohols) are efficiently coupled with aryl or alkenyl halides in the presence of tetrabutylammonium fluoride and a palladium(0) catalyst. Yields of cross-coupling were generally high, and the reaction is compatible with a wide range of functional groups. The overall transformation achieves the conversion of homopropargyl alcohols to trisubstituted homoallylic alcohols in a highly stereoselective fashion.