dimethyl (4E)-3-prop-1-en-2-yl-4-(trimethylsilylmethylidene)cyclopentane-1,1-dicarboxylate | 1350520-88-5

• 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: dimethyl (4E)-3-prop-1-en-2-yl-4-(trimethylsilylmethylidene)cyclopentane-1,1-dicarboxylate
• CAS: 1350520-88-5
• 化学式: C₁₆H₂₆O₄Si
• 分子量: 310.466
• InChiKey: GLSVCUJRAKNDJS-ZRDIBKRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.11
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Dimethyl 2-(3-methylbut-2-enyl)-2-(3-trimethylsilylprop-2-ynyl)propanedioate 在 [(η-cyclopentadienyl)(η-benzene)ruthenium] hexafluorophosphate 作用下， 以 丙酮 为溶剂， 反应 2.67h， 以90%的产率得到dimethyl (4E)-3-prop-1-en-2-yl-4-(trimethylsilylmethylidene)cyclopentane-1,1-dicarboxylate
  参考文献：
  名称：

  Continuous Photochemical Generation of Catalytically Active [CpRu]⁺ Complexes from CpRu(η⁶-C₆H₆)PF₆

  摘要：

  Inter- and intramolecular ene-yne coupling reactions catalyzed by a species generated in situ via photolysis of CpRu(eta(6)-C6H6)PF6-an inexpensive, readily available, and shelf-stable complex-have been demonstrated under conditions of continuous flow. Importantly, the catalyst can be recovered quantitatively at the end of the reaction. Various functional groups are tolerated by the reaction, which affords skipped diene products in high yields.

  DOI：

  10.1021/ol2027015

文献信息

• Continuous Photochemical Generation of Catalytically Active [CpRu]⁺ Complexes from CpRu(η⁶-C₆H₆)PF₆
  作者：Alicia C. Gutierrez、Timothy F. Jamison

  DOI：10.1021/ol2027015

  日期：2011.12.16

  Inter- and intramolecular ene-yne coupling reactions catalyzed by a species generated in situ via photolysis of CpRu(eta(6)-C6H6)PF6-an inexpensive, readily available, and shelf-stable complex-have been demonstrated under conditions of continuous flow. Importantly, the catalyst can be recovered quantitatively at the end of the reaction. Various functional groups are tolerated by the reaction, which affords skipped diene products in high yields.