(R,E)-tert-butyl (3-cinnamoyl-1-methyl-2-oxoindolin-3-yl)carbamate | 1612251-15-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (R,E)-tert-butyl (3-cinnamoyl-1-methyl-2-oxoindolin-3-yl)carbamate
• 英文别名: tert-butyl N-[(3R)-1-methyl-2-oxo-3-[(E)-3-phenylprop-2-enoyl]indol-3-yl]carbamate
• CAS: 1612251-15-6
• 化学式: C₂₃H₂₄N₂O₄
• 分子量: 392.455
• InChiKey: IVSZPFPKCPZITP-WOOPDLCSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tert-butyl 1-methyl-2-oxoindolin-3-ylidenecarbamate 、 肉桂醛 在 C₁₈H₁₅Cl₃N₃O⁽¹⁺⁾*BF₄^(1-) 、 potassium acetate 作用下， 以 氯仿 为溶剂， 以72%的产率得到(R,E)-tert-butyl (3-cinnamoyl-1-methyl-2-oxoindolin-3-yl)carbamate
  参考文献：
  名称：

  N-Heterocyclic Carbene-Catalyzed Chemoselective Cross-Aza-Benzoin Reaction of Enals with Isatin-Derived Ketimines: Access to Chiral Quaternary Aminooxindoles

  摘要：

  A chemo- and enantioselective cross-aza-benzoin reaction between enals and isatin-derived ketimines is disclosed. The high chemoselectivity (of the acyl anion reaction over enal alpha- and beta-carbon reactions) is enabled by the electronic and steric properties of the N-heterocyclic carbene organocatalyst.

  DOI：

  10.1021/ol501286e

文献信息

• N-Heterocyclic Carbene-Catalyzed Chemoselective Cross-Aza-Benzoin Reaction of Enals with Isatin-Derived Ketimines: Access to Chiral Quaternary Aminooxindoles
  作者：Jianfeng Xu、Chengli Mou、Tingshun Zhu、Bao-An Song、Yonggui Robin Chi

  DOI：10.1021/ol501286e

  日期：2014.6.20

  A chemo- and enantioselective cross-aza-benzoin reaction between enals and isatin-derived ketimines is disclosed. The high chemoselectivity (of the acyl anion reaction over enal alpha- and beta-carbon reactions) is enabled by the electronic and steric properties of the N-heterocyclic carbene organocatalyst.