(3R,4S,5aR,10aR)-1',4-dimethyl-1,4,5,5a,10,10a-hexahydrospiro[indeno[2,1-c]oxepine-3,3'-indolin]-2'-one | 1175531-73-3

• 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: (3R,4S,5aR,10aR)-1',4-dimethyl-1,4,5,5a,10,10a-hexahydrospiro[indeno[2,1-c]oxepine-3,3'-indolin]-2'-one
• 英文别名: (3R,4S,5aR,10aR)-1',4-dimethylspiro[1,4,5,5a,10,10a-hexahydroindeno[2,1-c]oxepine-3,3'-indole]-2'-one
• CAS: 1175531-73-3
• 化学式: C₂₂H₂₃NO₂
• 分子量: 333.43
• InChiKey: TUQXVUBEZHHZJR-KURFVTIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (3R,5aR,10aR)-1',4-dimethyl-1,5a,10,10a-tetrahydrospiro[indeno[2,1-c]oxepine-3,3'-indolin]-2'-one 在 5%-palladium/activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 48.0h， 生成 (3R,4R,5aR,10aR)-1',4-dimethyl-1,4,5,5a,10,10a-hexahydrospiro[indeno[2,1-c]oxepine-3,3'-indolin]-2'-one 、 (3R,4S,5aR,10aR)-1',4-dimethyl-1,4,5,5a,10,10a-hexahydrospiro[indeno[2,1-c]oxepine-3,3'-indolin]-2'-one
  参考文献：
  名称：

  Stereocontrolled Synthesis of Spirooxindoles through Lewis Acid-Promoted [5 + 2]-Annulation of Chiral Silyl Alcohols

  摘要：

  The enantioselective synthesis of stereochemically and structurally diverse spirocyclic oxindoles by [5 + 2]-annulation of chiral crotylsilanes bearing a primary alcohol is described. The annulation products were further elaborated to polycyclic oxindoles by Pd(0) catalysis.

  DOI：

  10.1021/ol901202t

文献信息

• Stereocontrolled Synthesis of Spirooxindoles through Lewis Acid-Promoted [5 + 2]-Annulation of Chiral Silyl Alcohols
  作者：Yun Zhang、James S. Panek

  DOI：10.1021/ol901202t

  日期：2009.8.6

  The enantioselective synthesis of stereochemically and structurally diverse spirocyclic oxindoles by [5 + 2]-annulation of chiral crotylsilanes bearing a primary alcohol is described. The annulation products were further elaborated to polycyclic oxindoles by Pd(0) catalysis.