(E)-2-(3-(4-propionylphenyl)allyl)cyclohexanone | 1579263-23-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-2-(3-(4-propionylphenyl)allyl)cyclohexanone
• 英文别名: 2-[(E)-3-(4-propanoylphenyl)prop-2-enyl]cyclohexan-1-one
• CAS: 1579263-23-2
• 化学式: C₁₈H₂₂O₂
• 分子量: 270.371
• InChiKey: GRAHGGHJHNJACC-AATRIKPKSA-N

物化性质

• 沸点：
  436.9±28.0 °C(predicted)
• 密度：
  1.050±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(4-溴苯基)丙-2-烯-1-醇 在 四氢吡咯 、 1,1'-双(二苯基膦)二茂铁 、 Jones reagent 、 正丁基锂 、 bis(η3-allyl-μ-chloropalladium(II)) 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 丙酮 为溶剂， 反应 15.17h， 生成 (E)-2-(3-(4-propionylphenyl)allyl)cyclohexanone
  参考文献：
  名称：

  Hydrogen-Bond-Activated Palladium-Catalyzed Allylic Alkylation via Allylic Alkyl Ethers: Challenging Leaving Groups

  摘要：

  C-O bond cleavage of allylic alkyl ether was realized in a Pd-catalyzed hydrogen-bond-activated allylic alkylation using only alcohol solvents. This procedure does not require any additives and proceeds with high regioselectivity. The applicability of this transformation to a variety of functionalized allylic ether substrates was also investigated. Furthermore, this methodology can be easily extended to the asymmetric synthesis of enantiopure products (99% ee).

  DOI：

  10.1021/ol5000988

文献信息

• Hydrogen-Bond-Activated Palladium-Catalyzed Allylic Alkylation via Allylic Alkyl Ethers: Challenging Leaving Groups
  作者：Xiaohong Huo、Mao Quan、Guoqiang Yang、Xiaohu Zhao、Delong Liu、Yangang Liu、Wanbin Zhang

  DOI：10.1021/ol5000988

  日期：2014.3.21

  C-O bond cleavage of allylic alkyl ether was realized in a Pd-catalyzed hydrogen-bond-activated allylic alkylation using only alcohol solvents. This procedure does not require any additives and proceeds with high regioselectivity. The applicability of this transformation to a variety of functionalized allylic ether substrates was also investigated. Furthermore, this methodology can be easily extended to the asymmetric synthesis of enantiopure products (99% ee).