methyl 7-(2-methoxy-2-oxoethyl)bicyclo[4.1.0]heptane-7-carboxylate | 1620320-10-6

• 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 7-(2-methoxy-2-oxoethyl)bicyclo[4.1.0]heptane-7-carboxylate
• CAS: 1620320-10-6
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: FWBPTYMYCXXGRK-UHFFFAOYSA-N

物化性质

• 沸点：
  279.4±13.0 °C(Predicted)
• 密度：
  1.138±0.06 g/cm3(Predicted)

反应信息

• 作为产物：
  描述：

  一氧化碳 、 7-methylenebicyclo[4.1.0]heptane 在 copper(I) trifluoromethanesulfonate benzene 、 氧气 、 palladium dichloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 72.0h， 以39%的产率得到methyl 2-(3-methoxy-3-oxo-1-propen-2-yl)cyclohexanecarboxylate
  参考文献：
  名称：

  Desymmetrization of meso-methylenecyclopropanes by a palladium-catalyzed asymmetric ring-opening bis(alkoxycarbonylation) reaction

  摘要：

  Desymmetrization of various meso-methylenecyclopropanes was accomplished by a palladium-catalyzed asymmetric ring-opening bis(alkoxycarbonylation) reaction employing a chiral bioxazoline ligand. The reaction proceeded smoothly in the presence of copper(I) triflate under carbon monoxide and oxygen at ambient pressure to give the corresponding optically active alpha-methyleneglutarates with up to 60% ee. Desymmetrization of protected meso-(3-methylenecyclopropane-1,2-diyl)dimethanols was also carried out to give enantioenriched highly oxygen-functionalized alpha-methyleneglutarates. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.05.007