1-benzyl-3'-ethyl-7-methyl-3'-phenylspiro[indoline-3,2'-oxetane]-2,4'-dione | 1505519-31-2

• 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: 1-benzyl-3'-ethyl-7-methyl-3'-phenylspiro[indoline-3,2'-oxetane]-2,4'-dione
• 英文别名: (3S,3'S)-1-benzyl-3'-ethyl-7-methyl-3'-phenylspiro[indole-3,4'-oxetane]-2,2'-dione
• CAS: 1505519-31-2
• 化学式: C₂₆H₂₃NO₃
• 分子量: 397.474
• InChiKey: UCZKDDIIYVLLTQ-CLJLJLNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-苯基-1-丁烯-1-酮 、 1-benzyl-7-methylindoline-2,3-dione 在 C₃₉H₆₀N₄O₄ 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 1-benzyl-3'-ethyl-7-methyl-3'-phenylspiro[indoline-3,2'-oxetane]-2,4'-dione
  参考文献：
  名称：

  Chiral Lewis Acid Catalyzed Asymmetric Cycloadditions of Disubstituted Ketenes for the Synthesis of β-Lactones and δ-Lactones

  摘要：

  Highly diastereo- and enantioselective [2 + 2]- and [4 + 2]-cycloadditions of disubstituted ketenes were realized by chiral Lewis acid catalysis. A series of arylalkylketenes underwent the reaction smoothly with isatins and beta,gamma-unsaturated alpha-ketoesters, providing optically active beta-lactones and delta-lactones with vicinal chiral centers in excellent yields (up to 99%) and enantioselectivities (up to 99% ee), as well as exclusively high diastereoselectivities under 0.2-2 mol % catalyst loading.

  DOI：

  10.1021/ol4031217

文献信息

• Chiral Lewis Acid Catalyzed Asymmetric Cycloadditions of Disubstituted Ketenes for the Synthesis of β-Lactones and δ-Lactones
  作者：Xiaoyu Hao、Xiaohua Liu、Wei Li、Fei Tan、Yangyang Chu、Xiaohu Zhao、Lili Lin、Xiaoming Feng

  DOI：10.1021/ol4031217

  日期：2014.1.3

  Highly diastereo- and enantioselective [2 + 2]- and [4 + 2]-cycloadditions of disubstituted ketenes were realized by chiral Lewis acid catalysis. A series of arylalkylketenes underwent the reaction smoothly with isatins and beta,gamma-unsaturated alpha-ketoesters, providing optically active beta-lactones and delta-lactones with vicinal chiral centers in excellent yields (up to 99%) and enantioselectivities (up to 99% ee), as well as exclusively high diastereoselectivities under 0.2-2 mol % catalyst loading.