diethyl 1-(dimethylsilyl)-6-hepten-1-yne-4,4-dicarboxylate | 158044-30-5

• 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 1-(dimethylsilyl)-6-hepten-1-yne-4,4-dicarboxylate
• 英文别名: Diethyl 2-(3-dimethylsilylprop-2-ynyl)-2-prop-2-enylpropanedioate
• CAS: 158044-30-5
• 化学式: C₁₅H₂₄O₄Si
• 分子量: 296.439
• InChiKey: SHQVDSOGDOERNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  20
• 可旋转键数：
  9
• 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 1-(dimethylsilyl)-6-hepten-1-yne-4,4-dicarboxylate 在 bis(cyclopentadienyl)bis(trimethylphosphane)titanium(II) 、 水 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 反应 43.0h， 生成
  参考文献：
  名称：

  Development of a Titanocene-Catalyzed Enyne Cyclization/Isocyanide Insertion Reaction

  摘要：

  The first early transition metal-catalyzed enyne cyclization reaction is described. The system converts enyne substrates to bicyclic iminocyclopentenes through the use of 10 mol % of Cp(2)Ti(PMe(3))(2) in the presence of a silyl cyanide. Subsequent hydrolysis produces the corresponding bicyclic cyclopentenones in good overall yield. The cyclization reaction is tolerant of polar functional groups such as ethers, amines, and esters and is diastereoselective with certain chiral enyne substrates.

  DOI：

  10.1021/ja00098a020
• 作为产物：
  描述：

  烯丙基丙二酸二乙酯 在 lithium diisopropyl amide 作用下， 反应 1.17h， 生成 diethyl 1-(dimethylsilyl)-6-hepten-1-yne-4,4-dicarboxylate
  参考文献：
  名称：

  Development of a Titanocene-Catalyzed Enyne Cyclization/Isocyanide Insertion Reaction

  摘要：

  The first early transition metal-catalyzed enyne cyclization reaction is described. The system converts enyne substrates to bicyclic iminocyclopentenes through the use of 10 mol % of Cp(2)Ti(PMe(3))(2) in the presence of a silyl cyanide. Subsequent hydrolysis produces the corresponding bicyclic cyclopentenones in good overall yield. The cyclization reaction is tolerant of polar functional groups such as ethers, amines, and esters and is diastereoselective with certain chiral enyne substrates.

  DOI：

  10.1021/ja00098a020

文献信息

• Berk Scott C., Grossman Robert B., Buchwald Stephen L., J. Amer Chem. Soc, 116 (1994) N 19, S 8593-8601
  作者：Berk Scott C., Grossman Robert B., Buchwald Stephen L.

  DOI：——

  日期：——