[(2S,3R)-2-cyclohexyl-4-oxo-2,3-dihydropyran-3-yl] 2,2-dimethylpropanoate | 915378-91-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: [(2S,3R)-2-cyclohexyl-4-oxo-2,3-dihydropyran-3-yl] 2,2-dimethylpropanoate
• CAS: 915378-91-5
• 化学式: C₁₆H₂₄O₄
• 分子量: 280.364
• InChiKey: MMLUYCOHQFAWOC-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(2S,3R)-2-cyclohexyl-4-oxo-2,3-dihydropyran-3-yl] 2,2-dimethylpropanoate 在 samarium diiodide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 0.25h， 生成 (R)-2-cyclohexyl-2,3-dihydro-4H-pyran-4-one
  参考文献：
  名称：

  Pyrones to Pyrans:  Enantioselective Radical Additions to Acyloxy Pyrones

  摘要：

  This paper describes a highly site-, diastereo-, and enantioselective intermolecular radical addition/hydrogen atom transfer to hydroxypyrone pyromeconic and kojic acids. The methodology can be extended to the formation of chiral quaternary centers. The products obtained are densely functionalized pyran moieties. The products contain structural features amenable for the introduction of additional substituents.

  DOI：

  10.1021/ja0648108
• 作为产物：
  描述：

  3-羟基-4H-吡喃-4-酮 在 chiral Al-salen derivative 吡啶 、 三乙基硼 、 氧气 、 三正丁基氢锡 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 生成 [(2S,3R)-2-cyclohexyl-4-oxo-2,3-dihydropyran-3-yl] 2,2-dimethylpropanoate
  参考文献：
  名称：

  Pyrones to Pyrans:  Enantioselective Radical Additions to Acyloxy Pyrones

  摘要：

  This paper describes a highly site-, diastereo-, and enantioselective intermolecular radical addition/hydrogen atom transfer to hydroxypyrone pyromeconic and kojic acids. The methodology can be extended to the formation of chiral quaternary centers. The products obtained are densely functionalized pyran moieties. The products contain structural features amenable for the introduction of additional substituents.

  DOI：

  10.1021/ja0648108

文献信息

• Pyrones to Pyrans:  Enantioselective Radical Additions to Acyloxy Pyrones
  作者：Mukund P. Sibi、Jake Zimmerman

  DOI：10.1021/ja0648108

  日期：2006.10.1

  This paper describes a highly site-, diastereo-, and enantioselective intermolecular radical addition/hydrogen atom transfer to hydroxypyrone pyromeconic and kojic acids. The methodology can be extended to the formation of chiral quaternary centers. The products obtained are densely functionalized pyran moieties. The products contain structural features amenable for the introduction of additional substituents.