dimethyl (2R,3R)-2,3-bis((tert-butyldiphenylsilyloxy)methyl)-4-methylenepentanedioate | 1620320-07-1

• 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: dimethyl (2R,3R)-2,3-bis((tert-butyldiphenylsilyloxy)methyl)-4-methylenepentanedioate
• CAS: 1620320-07-1
• 化学式: C₄₂H₅₂O₆Si₂
• 分子量: 709.042
• InChiKey: ZRMZGGPLRCAPJB-UWXQCODUSA-N

物化性质

• 沸点：
  678.5±55.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

反应信息

• 作为产物：
  描述：

  一氧化碳 、 1,2-bis((tert-butyldiphenylsilyloxy)methyl)-3-methylenecyclopropane 在 copper(I) trifluoromethanesulfonate benzene 、 (4S,4'S)-4,4'-bis(naphthalen-1-ylmethyl)-4,4',5,5'-tetrahydro-2,2'-bioxazole 、 氧气 、 palladium dichloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 30.0h， 以51%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