(E)-1-cyclohexyl-3,7-dimethyloct-2-ene-1,7-diol | 1010081-68-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-1-cyclohexyl-3,7-dimethyloct-2-ene-1,7-diol
• CAS: 1010081-68-1
• 化学式: C₁₆H₃₀O₂
• 分子量: 254.413
• InChiKey: YPCRGFIFYRFCMD-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  18.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-1-cyclohexyl-3,7-dimethyloct-2-ene-1,7-diol 在 三苯基膦氯金 4 A molecular sieve 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以89%的产率得到(E)-2-(2-cyclohexylvinyl)-2,6,6-trimethyltetrahydropyran
  参考文献：
  名称：

  Au-Catalyzed Cyclization of Monoallylic Diols

  摘要：

  The Ph3PAuCl/AgOTf-catalyzed cyclization of monoallylic diols to form tetrahydropyrans is reported. The reactions proceed rapidly at temperatures as low as -78 degrees C with catalyst loadings as low as 0.1 mol % to provide the products in 79-99% yield. A broad range of structurally diverse substrates perform well in the reaction. When 2,6-disubstituted tetrahydropyrans are produced, the reaction is highly diastereoselective for the 2,6-cis product.

  DOI：

  10.1021/ol703002p
• 作为产物：
  描述：

  在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 0.75h， 以110.2 mg的产率得到(E)-1-cyclohexyl-3,7-dimethyloct-2-ene-1,7-diol
  参考文献：
  名称：

  Au-Catalyzed Cyclization of Monoallylic Diols

  摘要：

  The Ph3PAuCl/AgOTf-catalyzed cyclization of monoallylic diols to form tetrahydropyrans is reported. The reactions proceed rapidly at temperatures as low as -78 degrees C with catalyst loadings as low as 0.1 mol % to provide the products in 79-99% yield. A broad range of structurally diverse substrates perform well in the reaction. When 2,6-disubstituted tetrahydropyrans are produced, the reaction is highly diastereoselective for the 2,6-cis product.

  DOI：

  10.1021/ol703002p