(2R)-2-[(7R)-1,4-dioxaspiro[4.5]decan-7-yl]propan-1-ol | 1432602-27-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R)-2-[(7R)-1,4-dioxaspiro[4.5]decan-7-yl]propan-1-ol
• CAS: 1432602-27-1
• 化学式: C₁₁H₂₀O₃
• 分子量: 200.278
• InChiKey: PBAMCMAUYTYTCD-VHSXEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  tert-butyl (2R)-2-[(1R)-3-oxocyclohexyl]propanoate 在 lithium aluminium tetrahydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 (2R)-2-[(7R)-1,4-dioxaspiro[4.5]decan-7-yl]propan-1-ol
  参考文献：
  名称：

  Catalytic Enantioselective Carbon Insertion into the β-Vinyl C–H Bond of Cyclic Enones

  摘要：

  Chiral oxazaborolidinium ion-catalyzed C-sp(2)-H functionalization of enones using diazoacetate has been developed. Various beta-substituted cyclic enones were synthesized in high yield (up to 99%) with high to excellent enantioselectivity (up to 99% ee). The synthetic utility of this reaction was demonstrated by the formal synthesis of (+)-epijuvabione.

  DOI：

  10.1021/ja402873b

文献信息

• Catalytic Enantioselective Carbon Insertion into the β-Vinyl C–H Bond of Cyclic Enones
  作者：Sung Il Lee、Geum-Sook Hwang、Do Hyun Ryu

  DOI：10.1021/ja402873b

  日期：2013.5.15

  Chiral oxazaborolidinium ion-catalyzed C-sp(2)-H functionalization of enones using diazoacetate has been developed. Various beta-substituted cyclic enones were synthesized in high yield (up to 99%) with high to excellent enantioselectivity (up to 99% ee). The synthetic utility of this reaction was demonstrated by the formal synthesis of (+)-epijuvabione.