(E)-4-propoxy-2-methyl-1-phenyl-penta-1,4-dien-3-one | 1187852-53-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-4-propoxy-2-methyl-1-phenyl-penta-1,4-dien-3-one
• 英文别名: (E)-2-methyl-1-phenyl-4-propoxypenta-1,4-dien-3-one；(1E)-2-methyl-1-phenyl-4-propoxypenta-1,4-dien-3-one
• CAS: 1187852-53-4
• 化学式: C₁₅H₁₈O₂
• 分子量: 230.307
• InChiKey: QJLBJAJFTISNIJ-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  (E)-4-propoxy-2-methyl-1-phenyl-penta-1,4-dien-3-one 在 scandium tris(dodecyl sulfate) 、 水 作用下， 反应 24.0h， 以87%的产率得到2-hydroxy-3-methyl-4-phenylcyclopent-2-en-1-one
  参考文献：
  名称：

  Nazarov-type Reactions in Water

  摘要：

  AbstractDifferent in water! We have developed Nazarov‐type reactions in water. Different reaction courses compared with those in organic solvents are observed in water. In the presence of a scandium based, surfactant‐type catalyst, water‐trapping products are obtained exclusively. The results presented are unprecedented and provide a valuable extension to information available regarding organic reactions in water.magnified image

  DOI：

  10.1002/asia.200800461
• 作为产物：
  描述：

  (E)-2-methyl-1-phenyl-4-propoxypenta-1,4-dien-3-ol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 (E)-4-propoxy-2-methyl-1-phenyl-penta-1,4-dien-3-one
  参考文献：
  名称：

  Nazarov-type Reactions in Water

  摘要：

  AbstractDifferent in water! We have developed Nazarov‐type reactions in water. Different reaction courses compared with those in organic solvents are observed in water. In the presence of a scandium based, surfactant‐type catalyst, water‐trapping products are obtained exclusively. The results presented are unprecedented and provide a valuable extension to information available regarding organic reactions in water.magnified image

  DOI：

  10.1002/asia.200800461

文献信息

• Asymmetric Brønsted Acid-Catalyzed Nazarov Cyclization of Acyclic α-Alkoxy Dienones
  作者：Sadiya Raja、Winai Ieawsuwan、Vadim Korotkov、Magnus Rueping

  DOI：10.1002/asia.201200391

  日期：2012.10

  A Brønsted acid‐catalyzed asymmetric Nazarov cyclization of acyclic α‐alkoxy dienones has been developed. The reaction offers access to chiral cyclopentenones in a highly enantioselective manner. The reaction is complementary to our previously reported Brønsted acid‐catalyzed electrocyclization reactions, which provided differently substituted optically active cyclopentenones with a fused tetrahydropyrane

  已经开发出布朗斯台德酸催化的无环α-烷氧基二烯酮的不对称纳扎罗夫环化反应。该反应以高度对映选择性的方式提供了手性环戊烯酮的进入。该反应是我们先前报道的布朗斯台德酸催化的电环化反应的补充，该反应提供了具有稠合四氢吡喃环的不同取代的旋光性环戊烯酮，且收率高，对映选择性高。