3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone | 433283-76-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone
• CAS: 433283-76-2
• 化学式: C₁₂H₁₈O
• 分子量: 178.274
• InChiKey: PMBTWRADQONGTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone 在 4-二甲氨基吡啶 、 碳酸二叔丁酯 、 四氯化钛 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 乙腈 、 苯 为溶剂， 反应 42.17h， 生成 2-isopropylidene-7-methoxy-11,11-dimethyl-3-oxa-4-azatricyclo[6.3.3.0^1,5]dodec-4-en-12-one
  参考文献：
  名称：

  A Preliminary Approach to Nonenolizable β,β-Tricarbonyls:  Assembly of a Hyperevolutin Prototype¹

  摘要：

  A synthetic approach to the h perevolutin A acylated phloroglucinol ring system is described. Thus, intramolecular allene-nitrile oxide cycloaddition of 10 was used to construct the bicyclic framework and vicinal quaternary centers in cycloadduct 20 in the key bond-forming step. Treatment of 20 with Raney nickel and hydrogen gas produced primary enamine 21 which contains a nonenolizable, beta,beta-tricarbonyl group in latent form.

  DOI：

  10.1021/jo010884k
• 作为产物：
  描述：

  3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到3,3-dimethyl-2-(2-methylprop-1-enylidene)cyclohexanone
  参考文献：
  名称：

  A Preliminary Approach to Nonenolizable β,β-Tricarbonyls:  Assembly of a Hyperevolutin Prototype¹

  摘要：

  A synthetic approach to the h perevolutin A acylated phloroglucinol ring system is described. Thus, intramolecular allene-nitrile oxide cycloaddition of 10 was used to construct the bicyclic framework and vicinal quaternary centers in cycloadduct 20 in the key bond-forming step. Treatment of 20 with Raney nickel and hydrogen gas produced primary enamine 21 which contains a nonenolizable, beta,beta-tricarbonyl group in latent form.

  DOI：

  10.1021/jo010884k

文献信息

• A Preliminary Approach to Nonenolizable β,β-Tricarbonyls:  Assembly of a Hyperevolutin Prototype¹
  作者：David G. J. Young、Dongxiang Zeng

  DOI：10.1021/jo010884k

  日期：2002.5.1

  A synthetic approach to the h perevolutin A acylated phloroglucinol ring system is described. Thus, intramolecular allene-nitrile oxide cycloaddition of 10 was used to construct the bicyclic framework and vicinal quaternary centers in cycloadduct 20 in the key bond-forming step. Treatment of 20 with Raney nickel and hydrogen gas produced primary enamine 21 which contains a nonenolizable, beta,beta-tricarbonyl group in latent form.