(2'R,3'R,6'R)-3',6'-dimethyl-6',7'-dihydro-3'H-spiro[indoline-3,2'-oxepin]-2-one | 1175531-65-3

• 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: (2'R,3'R,6'R)-3',6'-dimethyl-6',7'-dihydro-3'H-spiro[indoline-3,2'-oxepin]-2-one
• 英文别名: (3R,3'R,6'R)-3',6'-dimethylspiro[1H-indole-3,7'-3,6-dihydro-2H-oxepine]-2-one
• CAS: 1175531-65-3
• 化学式: C₁₅H₁₇NO₂
• 分子量: 243.305
• InChiKey: NTKGILCCWBMXDA-UEKVPHQBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,3-二甲氧基吲哚啉-2-酮 、 (E,2S,3R)-3-[dimethyl(phenyl)silyl]-2-methylhex-4-en-1-ol 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以47%的产率得到(2'R,3'R,6'R)-3',6'-dimethyl-6',7'-dihydro-3'H-spiro[indoline-3,2'-oxepin]-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.