5-Hydroxy-1-(4-methyl-2-prop-2-enylphenyl)pyrrolidin-2-one | 1219743-68-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 5-Hydroxy-1-(4-methyl-2-prop-2-enylphenyl)pyrrolidin-2-one
• 英文别名: 5-hydroxy-1-(4-methyl-2-prop-2-enylphenyl)pyrrolidin-2-one
• CAS: 1219743-68-6
• 化学式: C₁₄H₁₇NO₂
• 分子量: 231.294
• InChiKey: WDBIZWSRJVUCHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Hydroxy-1-(4-methyl-2-prop-2-enylphenyl)pyrrolidin-2-one 在 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到(3aR,5S)-5-(chloromethyl)-7-methyl-3,3a,4,5-tetrahydro-2H-pyrrolo[1,2-a]quinolin-1-one
  参考文献：
  名称：

  Highly Stereoselective 7-Endo-Trig/Ring Contraction Cascade To Construct Pyrrolo[1,2-a]quinoline Derivatives

  摘要：

  With the cooperation of Cram's phenonium ion, a novel cascade reaction was illustrated to construct pyrrolo[1,2-a]quinolines as a sole diastereoisomer in good to excellent yields. Preliminary mechanistic studies revealed that the gamma-lactam ring and electron-rich arene are important driving forces for ring contraction.

  DOI：

  10.1021/ol100220c
• 作为产物：
  描述：

  1-(2-allyl-4-methylphenyl)pyrrolidine-2,5-dione 在 二异丁基氢化铝 、 水 、 乙酸乙酯 、 rochelle salt 作用下， 以 二氯甲烷 为溶剂， 生成 5-Hydroxy-1-(4-methyl-2-prop-2-enylphenyl)pyrrolidin-2-one
  参考文献：
  名称：

  Highly Stereoselective 7-Endo-Trig/Ring Contraction Cascade To Construct Pyrrolo[1,2-a]quinoline Derivatives

  摘要：

  With the cooperation of Cram's phenonium ion, a novel cascade reaction was illustrated to construct pyrrolo[1,2-a]quinolines as a sole diastereoisomer in good to excellent yields. Preliminary mechanistic studies revealed that the gamma-lactam ring and electron-rich arene are important driving forces for ring contraction.

  DOI：

  10.1021/ol100220c

文献信息

• Highly Stereoselective <i>7-Endo-Trig</i>/Ring Contraction Cascade To Construct Pyrrolo[1,2-<i>a</i>]quinoline Derivatives
  作者：Xinyu Li、Cheng Li、Wenjing Zhang、Xiang Lu、Shiqing Han、Ran Hong

  DOI：10.1021/ol100220c

  日期：2010.4.16

  With the cooperation of Cram's phenonium ion, a novel cascade reaction was illustrated to construct pyrrolo[1,2-a]quinolines as a sole diastereoisomer in good to excellent yields. Preliminary mechanistic studies revealed that the gamma-lactam ring and electron-rich arene are important driving forces for ring contraction.