(E)-(2-(but-1-en-1-yl)-5,5-dimethyl-1,3-dioxan-2-yl)(cyclohexyl)methanol | 1569300-81-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-(2-(but-1-en-1-yl)-5,5-dimethyl-1,3-dioxan-2-yl)(cyclohexyl)methanol
• 英文别名: [2-[(E)-but-1-enyl]-5,5-dimethyl-1,3-dioxan-2-yl]-cyclohexylmethanol
• CAS: 1569300-81-7
• 化学式: C₁₇H₃₀O₃
• 分子量: 282.423
• InChiKey: WOQQWOPMNPOYFU-VZUCSPMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 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：

  6,6-二甲基-4,8-二氧杂螺[2.5]辛-1-烯 、 diethylzinc 、 环己烷基甲醛 在 C₁₁H₂₁N₃O 作用下， 以 甲苯 为溶剂， 反应 21.0h， 以77%的产率得到(E)-(2-(but-1-en-1-yl)-5,5-dimethyl-1,3-dioxan-2-yl)(cyclohexyl)methanol
  参考文献：
  名称：

  Catalytic Tandem C–C Bond Formation/Cleavage of Cyclopropene for Allylzincation of Aldehydes or Aldimine Using Organozinc Reagents

  摘要：

  The tandem allylation of aldehydes or an aldimine with allylzinc intermediates derived from organozinc reagents and cyclopropenes is described. The present three-component reaction involves carbozincation of cyclopropene and sequential cleavage of a cyclopropylzinc intermediate in situ without a transition-metal catalyst. The allylzinc intermediates generated in situ, which is an alpha,beta-unsaturated acylanion equivalent, gave the corresponding homoallylic alcohols or amine in good yields.

  DOI：

  10.1021/ol500208r

文献信息

• Catalytic Tandem C–C Bond Formation/Cleavage of Cyclopropene for Allylzincation of Aldehydes or Aldimine Using Organozinc Reagents
  作者：Takeo Nakano、Kohei Endo、Yutaka Ukaji

  DOI：10.1021/ol500208r

  日期：2014.3.7

  The tandem allylation of aldehydes or an aldimine with allylzinc intermediates derived from organozinc reagents and cyclopropenes is described. The present three-component reaction involves carbozincation of cyclopropene and sequential cleavage of a cyclopropylzinc intermediate in situ without a transition-metal catalyst. The allylzinc intermediates generated in situ, which is an alpha,beta-unsaturated acylanion equivalent, gave the corresponding homoallylic alcohols or amine in good yields.