Diethyl 2-but-3-enyl-2-but-2-ynylpropanedioate | 143633-92-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Diethyl 2-but-3-enyl-2-but-2-ynylpropanedioate
• CAS: 143633-92-5
• 化学式: C₁₅H₂₂O₄
• 分子量: 266.337
• InChiKey: SDJCYGALAKIWRQ-UHFFFAOYSA-N

物化性质

• 沸点：
  342.5±42.0 °C(Predicted)
• 密度：
  1.018±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Diethyl 2-but-3-enyl-2-but-2-ynylpropanedioate 、 2,6-二甲苯基异氰酸酯 在 二氯二茂钛 、 乙基溴化镁 作用下， 生成
  参考文献：
  名称：

  Reductive cyclization of ester-containing enynes with a practical titanocene reagent. Synthesis of bicyclic cyclopentenones and iminocyclopentenes

  摘要：

  The combination of Cp2TiCl2 with 2 equiv of EtMgBr provides an effective reagent for the reductive cyclization of enynes, including ester-containing enynes, to bicyclic titanacyclopentenes. These metallacycles may then be transformed into bicyclic cyclopentenones or iminocyclopentenes in good yields by reaction with CO or an isocyanide, respectively.

  DOI：

  10.1021/jo00048a001

文献信息

• Mild and Efficient Molybdenum-Mediated Pauson−Khand-Type Reaction
  作者：Javier Adrio、Marta Rodríguez Rivero、Juan Carlos Carretero

  DOI：10.1021/ol047678u

  日期：2005.2.1

  Pauson-Khand reaction promoted by Mo(CO)3(DMF)3 takes place under very mild conditions in the absence of any promoter. High yields in Pauson-Khand adducts are obtained in the cyclization of a wide variety of functionalized 1,6- and 1,7-enynes. Enynes bearing electron withdrawing groups at the alkene terminus are particularly good substrates.

  [反应：见正文]由Mo（CO）3（DMF）3促进的钼介导的Pauson-Khand反应在非常温和的条件下发生，没有任何启动子。在多种功能化的1,6-和1,7-烯炔的环化反应中，Pauson-Khand加合物的收率很高。在烯烃末端带有吸电子基团的烯炔是特别好的底物。
• Reductive cyclization of ester-containing enynes with a practical titanocene reagent. Synthesis of bicyclic cyclopentenones and iminocyclopentenes
  作者：Robert B. Grossman、Stephen L. Buchwald

  DOI：10.1021/jo00048a001

  日期：1992.10

  The combination of Cp2TiCl2 with 2 equiv of EtMgBr provides an effective reagent for the reductive cyclization of enynes, including ester-containing enynes, to bicyclic titanacyclopentenes. These metallacycles may then be transformed into bicyclic cyclopentenones or iminocyclopentenes in good yields by reaction with CO or an isocyanide, respectively.