1,6-dioxa-dispiro[4.1.5.2]tetradec-13-ene | 1309387-72-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: 1,6-dioxa-dispiro[4.1.5.2]tetradec-13-ene
• CAS: 1309387-72-1
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: FPKSJVKDWYQLIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.78
• 重原子数：
  14.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-(1-hydroxy-cyclohexyl)-hex-2-yne-1,6-diol 在 mercuric triflate 作用下， 以 乙腈 为溶剂， 反应 0.08h， 以95%的产率得到1,6-dioxa-dispiro[4.1.5.2]tetradec-13-ene
  参考文献：
  名称：

  A Highly Efficient Access to Spiroketals, Mono-unsaturated Spiroketals, and Furans: Hg(II)-Catalyzed Cyclization of Alkyne Diols and Triols

  摘要：

  Hg(II) salts are identified as highly efficient catalysts for the versatile construction of spiroketals from alkyne diols in aqueous conditions. Monounsaturated spiroketals and furans were accessed with equal ease when propargylic triols (or propargylic diols) were subjected to similar conditions. Even the semiprotected alkyne diols gave the corresponding spiroketals with the same ease in a cascade manner. The reactions are Instant and high yielding at ambient temperatures. Regioselectivity issues are well addressed.

  DOI：

  10.1021/ol201102x