tert-butyl (3R,4R)-6'-chloro-2-formyl-1,3-dimethyl-2'-oxospiro[cyclopentene-4,3'-indole]-1'-carboxylate | 1412339-20-8

• 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: tert-butyl (3R,4R)-6'-chloro-2-formyl-1,3-dimethyl-2'-oxospiro[cyclopentene-4,3'-indole]-1'-carboxylate
• CAS: 1412339-20-8
• 化学式: C₂₀H₂₂ClNO₄
• 分子量: 375.852
• InChiKey: BKIDVSAMNIBIRI-MPBGBICISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  巴豆醛 、 1-tert-butyloxycarbonyl-6-chloro-3-(2-oxopropyl)indolin-2-one 在 (2S)-2-[二苯基[(三甲基硅酯)氧基]甲基]-吡咯烷 、 苯甲酸 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以94%的产率得到
  参考文献：
  名称：

  Assembly of Spirooxindole Derivatives via Organocatalytic Iminium-Enamine Cascade Reactions

  摘要：

  The assembly of complex spirocyclopentaneoxindoles via a novel organocatalytic iminium-enamine cascade process is reported. Reactions between 3-substituted oxindoles and alpha,beta-unsaturated aldehydes catalyzed by second generation prolinol ethers provided the desired products in high yield with excellent levels of enantioselectivity in a single step.

  DOI：

  10.1021/ol302876c

文献信息

• Assembly of Spirooxindole Derivatives via Organocatalytic Iminium-Enamine Cascade Reactions
  作者：Klaus Albertshofer、Kimberly E. Anderson、Carlos F. Barbas

  DOI：10.1021/ol302876c

  日期：2012.12.7

  The assembly of complex spirocyclopentaneoxindoles via a novel organocatalytic iminium-enamine cascade process is reported. Reactions between 3-substituted oxindoles and alpha,beta-unsaturated aldehydes catalyzed by second generation prolinol ethers provided the desired products in high yield with excellent levels of enantioselectivity in a single step.