methyl (1S,2R)-2-(3-methoxy-3-oxo-1-propen-2-yl)cyclohexanecarboxylate | 1620319-95-0

• 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: methyl (1S,2R)-2-(3-methoxy-3-oxo-1-propen-2-yl)cyclohexanecarboxylate
• CAS: 1620319-95-0
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: SPTPILVQCFHLHV-UWVGGRQHSA-N

物化性质

• 沸点：
  294.1±33.0 °C(predicted)
• 密度：
  1.079±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为产物：
  描述：

  一氧化碳 、 7-methylenebicyclo[4.1.0]heptane 在 C₁₈H₁₆N₂O₂ 、 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45%的产率得到
  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