Dimethyl 1,3-dimethyl-4,6-dihydrocyclopenta[c]furan-5,5-dicarboxylate | 1372139-17-7

• 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 1,3-dimethyl-4,6-dihydrocyclopenta[c]furan-5,5-dicarboxylate
• 英文别名: dimethyl 1,3-dimethyl-4,6-dihydrocyclopenta[c]furan-5,5-dicarboxylate
• CAS: 1372139-17-7
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: NFNAJBWXQSPIEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  dimethyl 2,2-di(but-2-yn-1-yl)malonate 在 tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate 、 二甲基亚砜 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以90%的产率得到Dimethyl 1,3-dimethyl-4,6-dihydrocyclopenta[c]furan-5,5-dicarboxylate
  参考文献：
  名称：

  Ruthenium-Catalyzed Transfer Oxygenative Cyclization of α,ω-Diynes: Unprecedented [2 + 2 + 1] Route to Bicyclic Furans via Ruthenacyclopentatriene

  摘要：

  A novel oxygen-atom-transfer process enables the catalytic [2 + 2 + 1] synthesis of bicyclic furans from alpha,omega-diynes with DMSO. [CpRu(AN)(3)]PF6 catalyzed the transfer oxygenative cyclization of diynes with aryl terminal groups, while those of diynes with alkyl terminal groups were effectively promoted by the corresponding Cp* complex. A mechanism for bicyclic furan formation via a ruthenacyclopentatriene was proposed on the basis of both experimental and theoretical studies.

  DOI：

  10.1021/ja302868s

文献信息

• Ruthenium-Catalyzed Transfer Oxygenative Cyclization of α,ω-Diynes: Unprecedented [2 + 2 + 1] Route to Bicyclic Furans via Ruthenacyclopentatriene
  作者：Ken Yamashita、Yoshihiko Yamamoto、Hisao Nishiyama

  DOI：10.1021/ja302868s

  日期：2012.5.9

  A novel oxygen-atom-transfer process enables the catalytic [2 + 2 + 1] synthesis of bicyclic furans from alpha,omega-diynes with DMSO. [CpRu(AN)(3)]PF6 catalyzed the transfer oxygenative cyclization of diynes with aryl terminal groups, while those of diynes with alkyl terminal groups were effectively promoted by the corresponding Cp* complex. A mechanism for bicyclic furan formation via a ruthenacyclopentatriene was proposed on the basis of both experimental and theoretical studies.