1-Cyclohexyl-2-vinyl-octan-1-ol

• 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: 1-Cyclohexyl-2-vinyl-octan-1-ol
• 英文别名: 1-Cyclohexyl-2-ethenyloctan-1-ol
• 化学式: C₁₆H₃₀O
• 分子量: 238.414
• InChiKey: JLKVVSUTHXHSKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二碘甲烷 、 1-辛炔 、 环己烷基甲醛 生成 1-Cyclohexyl-2-vinyl-octan-1-ol
  参考文献：
  名称：

  Selective mono- and polymethylene homologations of copper reagents using (iodomethyl)zinc iodide

  摘要：

  A wide range of unsaturated aryl-, alkenyl-, alkynylcopper compounds can be selectively homologated by a methylene unit using (iodomethyl)zinc iodide or bis(iodomethyl)zinc. These reactions allow the generation of mixed allylic zinc-copper compounds which can be efficiently trapped with carbonyl compounds. An application to a general preparation of functionalized alpha-methylene-gamma-butyrolactones is described. The homologation of alkynylcoppers with (iodomethyl)zinc iodide allows a one-pot preparation of propargylic copper reagents which in the presence of a carbonyl compound provide various homopropargylic alcohols in excellent yields. In the absence of an electrophile, a clean quadruple methylene homologation of alkynylcoppers occurs to furnish dienic copper reagents. The homologation of other types of copper reagents is also possible, and carbanions at the alpha-position to amines as well as homoenolates of aldehydes or ketones can also be prepared by this method.

  DOI：

  10.1021/jo00062a010

文献信息

• Regioselective reaction of allylbenzotriazoles with aldehydes and ketones in the presence of lithium
  作者：Alan R. Katritzky、Clara N. Fali、Ming Qi

  DOI：10.1016/s0040-4039(97)10601-3

  日期：1998.1

  The reactions of α- and γ-substituted allylbenzotriazoles 2, 3 and 4 with an excess of lithium in THF at −78 °C generate various allyllithiums, which react readily with aldehydes and ketones with high regioselectivity to give predominantly the branched products 5 in excellent yields.

  α和γ取代的烯丙基苯并三唑2、3和4与过量锂在THF中在-78°C的反应生成各种烯丙基锂，这些烯丙基锂易于与醛和酮反应，并具有较高的区域选择性，从而以优异的纯度得到主要的支链产物5产量。