2-allyl-2-ethoxycarbonyl-4-methylene-pentanedioic acid 1-ethyl ester | 197155-69-4

• 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: 2-allyl-2-ethoxycarbonyl-4-methylene-pentanedioic acid 1-ethyl ester
• 英文别名: 4,4-bis(ethoxycarbonyl)-2-methylidenehept-6-enoic acid
• CAS: 197155-69-4
• 化学式: C₁₄H₂₀O₆
• 分子量: 284.309
• InChiKey: ZKBCIRFQQXWYAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.71
• 重原子数：
  20.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  89.9
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-allyl-2-ethoxycarbonyl-4-methylene-pentanedioic acid 1-ethyl ester 在 (C(CH₃)(CF₃)2O)2Mo(=N-2,6-(i-Pr)2-Ph)=CH-CPh(CH₃)2 、 potassium carbonate 作用下， 以 丙酮 、 苯 为溶剂， 反应 24.0h， 生成 1-O,1-O'-diethyl 3-O-methyl cyclopent-3-ene-1,1,3-tricarboxylate
  参考文献：
  名称：

  Effects of Olefin Substitution on the Ring-Closing Metathesis of Dienes

  摘要：

  Ruthenium alkylidene 1 and molybdenum alkylidene 2 have been utilized in the ring-closing metathesis (RCM) of dienes containing gem-disubstituted olefins to yield td-and tetrasubstituted cyclic olefins. Dienes with sterically demanding and/or electron-withdrawing substituents such as Ph, CO2Me, and Bu-t were cyclized successfully with 2, but did not cyclize with 1. Tetrasubstituted cyclic olefins could be formed with 2, but not using alkylidene-1. Dienes with allylic functional groups yielded functionalized cyclic olefins when treated with 1.

  DOI：

  10.1021/jo970877p
• 作为产物：
  描述：

  烯丙基丙二酸二乙酯 、 2-(溴甲基)丙烯酸 在 sodium ethanolate 作用下， 生成 2-allyl-2-ethoxycarbonyl-4-methylene-pentanedioic acid 1-ethyl ester
  参考文献：
  名称：

  Effects of Olefin Substitution on the Ring-Closing Metathesis of Dienes

  摘要：

  Ruthenium alkylidene 1 and molybdenum alkylidene 2 have been utilized in the ring-closing metathesis (RCM) of dienes containing gem-disubstituted olefins to yield td-and tetrasubstituted cyclic olefins. Dienes with sterically demanding and/or electron-withdrawing substituents such as Ph, CO2Me, and Bu-t were cyclized successfully with 2, but did not cyclize with 1. Tetrasubstituted cyclic olefins could be formed with 2, but not using alkylidene-1. Dienes with allylic functional groups yielded functionalized cyclic olefins when treated with 1.

  DOI：

  10.1021/jo970877p

文献信息

• A palladium catalysed cyclisation–carbonylation of bromodienes: control in carbonylation over facile β-hydride eliminationElectronic supplementary information (ESI) available: experimental. See http://www.rsc.org/suppdata/cc/b2/b201311h/
  作者：Varinder K. Aggarwal、Paul W. Davies、William O. Moss

  DOI：10.1039/b201311h

  日期：2002.4.19

  Conditions have been found for the efficient palladium mediated cyclisation–carbonylation of bromodienes to give γ,δ-unsaturated acids.

  已发现高效钯介导的溴二烯环化-羰基化反应条件，可得到γ,δ-不饱和酸。