ethyl (E)-3-butyl-8-iodo-7-octenoate | 153742-72-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl (E)-3-butyl-8-iodo-7-octenoate
• 英文别名: ethyl (E)-3-butyl-8-iodooct-7-enoate
• CAS: 153742-72-4
• 化学式: C₁₄H₂₅IO₂
• 分子量: 352.256
• InChiKey: LNCHLQSJSCYHIZ-DHZHZOJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  17
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl (E)-3-butyl-8-iodo-7-octenoate 、 zinc(II) iodide 在 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 正戊烷 为溶剂， 以80%的产率得到(E)-6-butyl-7-carboethoxy-1-heptenylzinc iodide
  参考文献：
  名称：

  Preparation of polyfunctional olefins and allenes using 1,1-bimetallics of zinc and zirconium

  摘要：

  The hydrozirconation of various alkenylzinc halides with Cp2Zr(H)Cl in dry dichloromethane provides 1,1-dimetalloalkanes of zinc and zirconium which react with aldehydes, providing (E)-alkenes with good to excellent stereoselectivity (up to 98% E). The reaction tolerates the presence of a wide range of functionalities in the dimetallic species as well as in the aldehyde, allowing the preparation of functionalized olefins. Ketones can also be olefinated by these reagents. However, only a moderate stereoselectivity is observed. The hydrozirconation of alkynylzinc halides with CP2Zr(H)Cl gives 1,1-dimetalloalkenes of zinc and zirconium which react with aldehydes, affording allenes. The olefination of alpha,beta-unsaturated aldehydes provides a short access of 1,2,4-trienes.

  DOI：

  10.1021/om00013a020