(3aS,4R,10cS)-2-(4-bromophenyl)-9-methyl-4-(2-oxo-2-phenylethyl)-3a,4,5,10c-tetrahydro-1H-benzofuro[3,2-e]isoindole-1,3(2H)-dione | 1612794-53-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aS,4R,10cS)-2-(4-bromophenyl)-9-methyl-4-(2-oxo-2-phenylethyl)-3a,4,5,10c-tetrahydro-1H-benzofuro[3,2-e]isoindole-1,3(2H)-dione
• CAS: 1612794-53-2
• 化学式: C₂₉H₂₂BrNO₄
• 分子量: 528.402
• InChiKey: AVEIOYIOSKQGOA-STNVRERYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.22
• 重原子数：
  35.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  67.59
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  在 对甲苯磺酸 作用下， 以 氯仿 为溶剂， 生成 (3aS,4R,10cS)-2-(4-bromophenyl)-9-methyl-4-(2-oxo-2-phenylethyl)-3a,4,5,10c-tetrahydro-1H-benzofuro[3,2-e]isoindole-1,3(2H)-dione 、 2-(4-bromophenyl)-9-methyl-4-(2-oxo-2-phenylethyl)-3a,4,5,10c-tetrahydro-1H-benzofuro[3,2-e]isoindole-1,3(2H)-dione
  参考文献：
  名称：

  Asymmetric Dearomatic Diels–Alder Reactions of Diverse Heteroarenes via π-System Activation

  摘要：

  An asymmetric dearomatic Diels-Alder protocol for various heteroarenes, such as benzofuran, benzothiophene, or even furan, has been developed via pi-system activation. This method involves in situ generation of formal trienamine species embedding a heteroaromatic moiety, and an array of chiral fused frameworks with high molecular complexity and skeletal diversity were efficiently constructed in good to excellent stereoselectivity by the catalysis of a cinchona-based primary amine.

  DOI：

  10.1021/ol501217u