2,2-dimethyl-5-(1-phenylprop-2-ynyl)-1,3-dioxane-4,6-dione | 1189171-15-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-dimethyl-5-(1-phenylprop-2-ynyl)-1,3-dioxane-4,6-dione
• CAS: 1189171-15-0
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: JOIFBRYKMJUEOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.86
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-5-(1-phenylprop-2-ynyl)-1,3-dioxane-4,6-dione 在 silver carbonate 作用下， 以 甲醇 、 苯 为溶剂， 反应 2.0h， 生成 methyl-5-methylene-2-oxo-4-phenyltetrahydrofuran-3-carboxylate
  参考文献：
  名称：

  Enantioselective Rhodium-Catalyzed Conjugate Alkynylation of 5-Benzylidene Meldrum’s Acids with TMS-acetylene

  摘要：

  The enantiosetective alkynylation of benzylidene Meldrum's acids has been successfully achieved through rhodium-catalyzed addition of TMS-acetylene in the presence of bisphosphine ligand 3,5-Xylyl-MeOBIPHEP. The resulting Meldrum's acids were obtained in good yields and up to 99% enantiomeric excess. The alkynylation method is carried out under mild reactions conditions and is compatible with an array of functional groups.

  DOI：

  10.1021/ja905336p
• 作为产物：
  描述：

  2,2-dimethyl-5-(1-phenyl-3-(trimethylsilyl)prop-2-ynyl)-1,3-dioxane-4,6-dione 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 2,2-dimethyl-5-(1-phenylprop-2-ynyl)-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  Enantioselective Rhodium-Catalyzed Conjugate Alkynylation of 5-Benzylidene Meldrum’s Acids with TMS-acetylene

  摘要：

  The enantiosetective alkynylation of benzylidene Meldrum's acids has been successfully achieved through rhodium-catalyzed addition of TMS-acetylene in the presence of bisphosphine ligand 3,5-Xylyl-MeOBIPHEP. The resulting Meldrum's acids were obtained in good yields and up to 99% enantiomeric excess. The alkynylation method is carried out under mild reactions conditions and is compatible with an array of functional groups.

  DOI：

  10.1021/ja905336p