methyl 2-(3-oxopropyl)-2-propionylpent-4-ynoate | 1415760-40-5

• 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: methyl 2-(3-oxopropyl)-2-propionylpent-4-ynoate
• CAS: 1415760-40-5
• 化学式: C₁₂H₁₆O₄
• 分子量: 224.257
• InChiKey: OMUKDDYDHFTCGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.13
• 重原子数：
  16.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  60.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 2-(3-oxopropyl)-2-propionylpent-4-ynoate 在 对甲苯磺酸 、 二异丙胺 、 copper(I) bromide 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 28.0h， 生成 methyl 2-(2-(1,3-dioxolan-2-yl)ethyl)-2-propionylpent-4-ynoate
  参考文献：
  名称：

  Dual Amine and Palladium Catalysis in Diastereo- and Enantioselective Allene Carbocyclization Reactions

  摘要：

  A pyrrolidine and Pd catalyzed diastereoselective carbocyclization of aldehyde and ketone-linked allenes has been developed. The cooperative organo/metal-catalyzed cyclization reaction, which presumably proceeds via an enamine intermediate, is efficient and broad in scope. Also, it has been extended to a catalytic asymmetric variant using diarylprolinol-based organocatalysts to afford substituted cyclopentane and pyrrolidine reaction products in up to 82% ee.

  DOI：

  10.1021/ol303128s
• 作为产物：
  描述：

  methyl 2-propionylpent-4-ynoate 、 丙烯醛 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以61%的产率得到methyl 2-(3-oxopropyl)-2-propionylpent-4-ynoate
  参考文献：
  名称：

  Dual Amine and Palladium Catalysis in Diastereo- and Enantioselective Allene Carbocyclization Reactions

  摘要：

  A pyrrolidine and Pd catalyzed diastereoselective carbocyclization of aldehyde and ketone-linked allenes has been developed. The cooperative organo/metal-catalyzed cyclization reaction, which presumably proceeds via an enamine intermediate, is efficient and broad in scope. Also, it has been extended to a catalytic asymmetric variant using diarylprolinol-based organocatalysts to afford substituted cyclopentane and pyrrolidine reaction products in up to 82% ee.

  DOI：

  10.1021/ol303128s