1-[2-(cyclohexylmethyl)prop-2-enyl]cyclohexan-1-ol | 127998-29-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-(cyclohexylmethyl)prop-2-enyl]cyclohexan-1-ol
• 英文别名: 1-[2-(Cyclohexylmethyl)-2-propenyl]cyclohexanol
• CAS: 127998-29-2
• 化学式: C₁₆H₂₈O
• 分子量: 236.398
• InChiKey: RISZQJQSNSZDMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  17
• 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：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  碘环己烷 生成 1-[2-(cyclohexylmethyl)prop-2-enyl]cyclohexan-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

• A Cp2TiCl2-Me3Al (1 : 4) reagent system: An efficient reagent for generation of allylic titanocene derivatives from vinyl halides, vinyl ethers and carboxylic esters
  作者：Yuji Hanzawa、Noboru Kowase、Shu-ichi Momose、Takeo Taguchi

  DOI：10.1016/s0040-4020(98)00681-4

  日期：1998.9

  Cp2TiCl2-Me3Al (a 1 : 4 ratio) reagent system in toluene for 3 days is found to be effective in generating allylic titanocene on treatment with vinyl halides, vinyl ethers and carboxylic esters in THF. The process for the generation of an allylic titanocene species from these starting materials was suggested to proceed through a formation of titanacyclobutane and the subsequent elimination of the halogen

  通过将Cp 2 TiCl 2 -Me 3 Al（比例为1：4）试剂系统的混合物在甲苯中搅拌3天而预先制备的试剂，发现在用卤代乙烯，乙烯基醚处理后，可有效生成烯丙基钛茂和在THF中的羧酸酯。建议从这些原料中生成烯丙基二茂钛物质的过程是通过形成钛环丁烷并随后消除卤素或烷氧基来进行的。生成的烯丙基钛茂中间体被证明是烯丙基Ti（IV）物种，并显示出对羰基化合物的典型反应性。
• Generation of allylic titanocene derivatives from vinyl halides and a Cp2TiCl2Me3Al reagent system
  作者：Yuji Hanzawa、Noboru Kowase、Takeo Taguchi

  DOI：10.1016/s0040-4039(97)10612-8

  日期：1998.2

  The reagent prepared in advance by stirring a mixture of a Cp2TiCl2Me3Al reagent system in the ratio of 1:4 in toluene for 3 days is found to be effective in generating allylic titanocene on treatment with vinyl halides in THF.

  该试剂预先通过搅拌Cp的混合物制备2的TiCl 2 Me 3中的比例为1的Al试剂系统：甲苯4 3天被发现可有效地与在THF乙烯基卤化物处理生成烯丙基二茂钛。
• Knochel, Paul; Achyutha Rao, Journal of the American Chemical Society, 1990, vol. 112, # 16, p. 6146 - 6148
  作者：Knochel, Paul、Achyutha Rao

  DOI：——

  日期：——
• Selective mono- and polymethylene homologations of copper reagents using (iodomethyl)zinc iodide
  作者：AchyuthaRao Sidduri、Michael J. Rozema、Paul Knochel

  DOI：10.1021/jo00062a010

  日期：1993.5

  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.