trans-(+/-)-2,3-Epoxy-5-phenyl-1-(tert-butyl)pent-4-en-1-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: trans-(+/-)-2,3-Epoxy-5-phenyl-1-(tert-butyl)pent-4-en-1-one
• 英文别名: (E)-4,5-epoxy-2,2-dimethyl-7-phenylhept-6-en-3-one；2,2-dimethyl-1-[(2R,3S)-3-[(E)-2-phenylethenyl]oxiran-2-yl]propan-1-one
• 化学式: C₁₅H₁₈O₂
• 分子量: 230.307
• InChiKey: BYDRASDIDHYNBR-CCJARXIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (4E,6E)-2,2-dimethyl-7-phenylhepta-4,6-dien-3-one 在 甲基三辛基氯化铵 sodium hydroxide 、 乙二胺四乙酸 、 双氧水 作用下， 以 甲苯 为溶剂， 以78%的产率得到trans-(+/-)-2,3-Epoxy-5-phenyl-1-(tert-butyl)pent-4-en-1-one
  参考文献：
  名称：

  Development of the juliá asymmetric epoxidation reaction. Part 1. Application of the oxidation to enones other than chalcones

  摘要：

  Asymmetric epoxidation of a variety of enones 3, 6, 8, 10, 12, 14, 16, 18, 21, 22, 26, 28-30 and 36 gives the corresponding oxiranes in good to excellent yield and optical purity, The oxidation medium consists of basic peroxide or sodium perborate or sodium percarbonate or tert-butylhydroperoxide and the preferred catalyst is polyleucine, conveniently prepared from the N-carboxyanhydride using 1,3-diaminopropane.

  DOI：

  10.1039/p19960000343

文献信息

• Matano, Yoshihiro, Journal of the Chemical Society. Perkin transactions I, 1994, # 19, p. 2703 - 2710
  作者：Matano, Yoshihiro

  DOI：——

  日期：——
• Development of the juliá asymmetric epoxidation reaction. Part 1. Application of the oxidation to enones other than chalcones
  作者：M. Elena Lasterra-Sánchez、Ulfried Felfer、Patrick Mayon、Stanley M. Roberts、Steven R. Thornton、Christine J. Todd

  DOI：10.1039/p19960000343

  日期：——

  Asymmetric epoxidation of a variety of enones 3, 6, 8, 10, 12, 14, 16, 18, 21, 22, 26, 28-30 and 36 gives the corresponding oxiranes in good to excellent yield and optical purity, The oxidation medium consists of basic peroxide or sodium perborate or sodium percarbonate or tert-butylhydroperoxide and the preferred catalyst is polyleucine, conveniently prepared from the N-carboxyanhydride using 1,3-diaminopropane.