1-cyclopropyl-5t-phenyl-penta-2t,4-dien-1-one | 92495-63-1

• 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: 1-cyclopropyl-5t-phenyl-penta-2t,4-dien-1-one
• 英文别名: 1-Cyclopropyl-5t-phenyl-penta-2t,4-dien-1-on；(2E,4E)-1-cyclopropyl-5-phenylpenta-2,4-dien-1-one
• CAS: 92495-63-1
• 化学式: C₁₄H₁₄O
• 分子量: 198.265
• InChiKey: DZTQWOPMARDGEA-KBXRYBNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-cyclopropyl-5t-phenyl-penta-2t,4-dien-1-one 在 sodium perborate 、 sodium hydroxide 、 poly-L-leucine 、 甲基三辛基氯化铵 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 以62%的产率得到Cyclopropyl-[(2S,3R)-3-((E)-styryl)-oxiranyl]-methanone
  参考文献：
  名称：

  Development of the Juliá asymmetric epoxidation reaction. Part 2. Application of the oxidation to alkyl enones, enediones and unsaturated keto esters

  摘要：

  Polyleucine-based systems have been used to catalyse the asymmetric oxidation of a variety of alkyl enones 1-4,9-14, an enynone 16 and a dienone 17 to afford the corresponding epoxides 5-8, 18-26 in good to excellent yield and optical purity. A range of enediones 30-32, 34 and one unsaturated keto ester 33 have also been epoxidised stereoselectively to afford optically active epoxides 35-39. The epoxidations were carried out with basic peroxide as the oxidant; the polyleucine catalyst was prepared from leucine N-carboxyanhydride using 1,3-diaminopropane, water (employing a humidity cabinet) or a polystyrene immobilised amine as the initiator. Preliminary mass spectral data on material derived from L-leucine and 1,3-diaminopropane (DAP-PLL) suggest that the catalyst consists of material that contains 22 +/- 10 leucine residues.

  DOI：

  10.1039/p19960002837
• 作为产物：
  描述：

  反式肉桂醛 、 环丙甲基酮 在 sodium hydroxide 作用下， 生成 1-cyclopropyl-5t-phenyl-penta-2t,4-dien-1-one
  参考文献：
  名称：

  ULTRAVIOLET ABSORPTION SPECTRA OF ALICYCLIC COMPOUNDS. IV. 4-PHENYL-1,3-BUTADIENYL CYCLOPROPYL KETONE¹

  摘要：

  DOI：

  10.1021/jo01131a008