(S,Z)-methyl 4-(1,2-dimethyl-1H-indol-3-yl)pent-2-enoate | 1370351-55-5

• 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: (S,Z)-methyl 4-(1,2-dimethyl-1H-indol-3-yl)pent-2-enoate
• 英文别名: methyl (Z,4S)-4-(1,2-dimethylindol-3-yl)pent-2-enoate
• CAS: 1370351-55-5
• 化学式: C₁₆H₁₉NO₂
• 分子量: 257.332
• InChiKey: CFVIGEUJDGLNTE-JUDLJHIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,2-二甲基吲哚 、 (Z)-methyl 2-diazopent-3-enoate 在 Rh₂(S-PTAD)4 作用下， 以 二氯甲烷 为溶剂， 生成 (R,Z)-methyl 4-(1,2-dimethyl-1H-indol-3-yl)pent-2-enoate 、 (S,Z)-methyl 4-(1,2-dimethyl-1H-indol-3-yl)pent-2-enoate
  参考文献：
  名称：

  Rh₂(S-biTISP)₂-Catalyzed Asymmetric Functionalization of Indoles and Pyrroles with Vinylcarbenoids

  摘要：

  Asymmetric functionalization of N-heterocycles by vinylcarbenoids in the presence of catalytic amounts of Rh-2(S-biTISP)(2) has been successfully developed. This bridged dirhodium catalyst not only selectively enforces the reaction to occur at the vinylogous position of the carbenoid but also affords high levels of asymmetric induction.

  DOI：

  10.1021/ol300632p

文献信息

• Rh₂(<i>S</i>-biTISP)₂-Catalyzed Asymmetric Functionalization of Indoles and Pyrroles with Vinylcarbenoids
  作者：Yajing Lian、Huw M. L. Davies

  DOI：10.1021/ol300632p

  日期：2012.4.6

  Asymmetric functionalization of N-heterocycles by vinylcarbenoids in the presence of catalytic amounts of Rh-2(S-biTISP)(2) has been successfully developed. This bridged dirhodium catalyst not only selectively enforces the reaction to occur at the vinylogous position of the carbenoid but also affords high levels of asymmetric induction.