(R)-2,4-dimethyl-3-pentyl 2-(2,5-cyclohexadienyl)propionate | 1449589-89-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-2,4-dimethyl-3-pentyl 2-(2,5-cyclohexadienyl)propionate
• 英文别名: 2,4-dimethylpentan-3-yl (2R)-2-cyclohexa-2,5-dien-1-ylpropanoate
• CAS: 1449589-89-2
• 化学式: C₁₆H₂₆O₂
• 分子量: 250.381
• InChiKey: GVRNXPFWNILUPQ-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,4-环己二烯 、 2,4-dimethyl-3-pentyl α-diazopropionate 在 dirhodium(II) tetrakis[N-tetrafluorophthaloyl-(S)-tert-leucinate] bis(ethyl acetate) 作用下， 反应 0.5h， 以76.5 mg的产率得到(R)-2,4-dimethyl-3-pentyl 2-(2,5-cyclohexadienyl)propionate
  参考文献：
  名称：

  CATALYTIC ASYMMETRIC INTERMOLECULAR C–H INSERTION OF 1,4-CYCLOHEXADIENE WITH α-ALKYL-α-DIAZOESTERS USING CHIRAL DIRHODIUM(II) CARBOXYLATES

  摘要：

  The first example of dirhodium(II) complex-catalyzed asymmetric intermolecular C-H insertion with alpha-alkyl-alpha-diazoesters is described. The reaction of 1,4-cyclohexadiene with 2,4-dimethyl-3-pentyl alpha-alkyl-alpha-diazoacetates under catalysis by dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate], Rh-2(S-PTTL)(4), or dirhodium(II) tetrakis[N-tetrafluorophthaloyl-(S)-tert-leucinate], Rh-2(S-TFPTTL)(4), gave the corresponding C-H insertion products with enantioselectivities of up to 86% ee, albeit in low to modest yields.

  DOI：

  10.3987/com-12-s(n)120

文献信息

• CATALYTIC ASYMMETRIC INTERMOLECULAR C–H INSERTION OF 1,4-CYCLOHEXADIENE WITH α-ALKYL-α-DIAZOESTERS USING CHIRAL DIRHODIUM(II) CARBOXYLATES
  作者：Shunichi Hashimoto、Takayuki Goto、Tomohiro Onozuka、Yuhei Kosaka、Masahiro Anada、Koji Takeda

  DOI：10.3987/com-12-s(n)120

  日期：——

  The first example of dirhodium(II) complex-catalyzed asymmetric intermolecular C-H insertion with alpha-alkyl-alpha-diazoesters is described. The reaction of 1,4-cyclohexadiene with 2,4-dimethyl-3-pentyl alpha-alkyl-alpha-diazoacetates under catalysis by dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate], Rh-2(S-PTTL)(4), or dirhodium(II) tetrakis[N-tetrafluorophthaloyl-(S)-tert-leucinate], Rh-2(S-TFPTTL)(4), gave the corresponding C-H insertion products with enantioselectivities of up to 86% ee, albeit in low to modest yields.