tert-butyl (E)-4-hydroxyoct-2-en-7-ynoate | 517893-78-6

• 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: tert-butyl (E)-4-hydroxyoct-2-en-7-ynoate
• CAS: 517893-78-6
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: CDUFFYXYMARMOY-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (E)-4-hydroxyoct-2-en-7-ynoate 在 2,6-二甲基吡啶 、 4 A molecular sieve 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 10.0h， 生成 tert-butyl (Z)-5-(methylidene)-2-(triisopropylsiloxy)cyclopentylideneethanoate
  参考文献：
  名称：

  Intramolecular Pauson−Khand Reactions of α,β-Unsaturated Esters and Related Electron-Deficient Olefins

  摘要：

  The intramolecular Pauson-Khand (PK) reaction of a variety of electron-poor enynes having an ester, cyano, or phosphonate group at the olefin terminus is described. Depending on the reaction conditions and substitution at the enyne, their dicobalthexacarbonyl complexes led preferentially to the exocyclic 1,3-diene or to the PK cyclopentenone product. In general, the 1,3-diene was obtained as the major product under N-oxide-promoted conditions, while the PK product was selectively formed in refluxing acetonitrile.

  DOI：

  10.1021/jo026828g
• 作为产物：
  描述：

  醋酸叔丁酯 在 哌啶 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 51.5h， 生成 tert-butyl (E)-4-hydroxyoct-2-en-7-ynoate
  参考文献：
  名称：

  Intramolecular Pauson−Khand Reactions of α,β-Unsaturated Esters and Related Electron-Deficient Olefins

  摘要：

  The intramolecular Pauson-Khand (PK) reaction of a variety of electron-poor enynes having an ester, cyano, or phosphonate group at the olefin terminus is described. Depending on the reaction conditions and substitution at the enyne, their dicobalthexacarbonyl complexes led preferentially to the exocyclic 1,3-diene or to the PK cyclopentenone product. In general, the 1,3-diene was obtained as the major product under N-oxide-promoted conditions, while the PK product was selectively formed in refluxing acetonitrile.

  DOI：

  10.1021/jo026828g