(1'S,7R)-7-phenyl-1-(1'-phenylethyl)-4,5,6,7-tetrahydroindole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (1'S,7R)-7-phenyl-1-(1'-phenylethyl)-4,5,6,7-tetrahydroindole
• 英文别名: (7R)-7-phenyl-1-[(1S)-1-phenylethyl]-4,5,6,7-tetrahydroindole
• 化学式: C₂₂H₂₃N
• 分子量: 301.431
• InChiKey: KHNVBRAWZNKKPZ-LAUBAEHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  、 2-氯丙烯腈 在 2,6-二甲基吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 (1'S,7R)-7-phenyl-1-(1'-phenylethyl)-4,5,6,7-tetrahydroindole 、 (1'S,7S)-7-phenyl-1-(1'-phenylethyl)-4,5,6,7-tetrahydroindole
  参考文献：
  名称：

  Enantioselective Access to Five- and Six-membered Nitrogen-containing Heterocycles, Based on the Asymmetric Michael Addition of Chiral Imines and Chiral Enamino Esters

  摘要：

  The addition reaction of chiral imines, (ent-10, 48, 70) and chiral enamino esters (52, 55, 73) with maleic anhydride (32), citraconic anhydride (57), alpha-chloroacrylonitrile (29), and nitroethylene (74), has been investigated. These condensations proved to be in general highly regio-, diastereo-, and enantioselective. In most cases the primary adducts underwent an in situ N-heterocyclization, allowing the enantioselective access to nitrogen-containing, five- and six-membered heterocycles.

  DOI：

  10.3987/com-97-s(n)47

文献信息

• Enantioselective Access to Five- and Six-membered Nitrogen-containing Heterocycles, Based on the Asymmetric Michael Addition of Chiral Imines and Chiral Enamino Esters
  作者：Jean d’Angelo、Christian Cavé、Didier Desmaële、Abdoulaye Gassama、Cyrille Thominiaux、Claude Riche

  DOI：10.3987/com-97-s(n)47

  日期：——

  The addition reaction of chiral imines, (ent-10, 48, 70) and chiral enamino esters (52, 55, 73) with maleic anhydride (32), citraconic anhydride (57), alpha-chloroacrylonitrile (29), and nitroethylene (74), has been investigated. These condensations proved to be in general highly regio-, diastereo-, and enantioselective. In most cases the primary adducts underwent an in situ N-heterocyclization, allowing the enantioselective access to nitrogen-containing, five- and six-membered heterocycles.