4-Isopropyl-3-(2-methyl-2-buten-4-yl)cyclohexanone

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-Isopropyl-3-(2-methyl-2-buten-4-yl)cyclohexanone
• 英文别名: 3-(3-methylbut-2-enyl)-4-propan-2-ylcyclohexan-1-one
• 化学式: C₁₄H₂₄O
• 分子量: 208.344
• InChiKey: DDPLLEGPDJBLHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  4-异丙基环己-2-烯-1-酮 、 prenylmagnesium bromide 在 三甲基氯硅烷 、 copper(I) bromide dimethylsulfide complex 、 四丁基氟化铵 、 lithium chloride 作用下， 生成 4-Isopropyl-3-(2-methyl-2-buten-4-yl)cyclohexanone 、 3-(1,1-Dimethyl-allyl)-4-isopropyl-cyclohexanone
  参考文献：
  名称：

  Conjugate Addition Reactions of Allylic Copper Species Derived from Grignard Reagents: Synthetic and Spectroscopic Aspects

  摘要：

  A general study on the 1,4-addition chemistry of allyl, methallyl, crotyl, and prenyl Grignard-derived organocopper reagents has been conducted. While diallylic cuprates formed from such species are not effective Michael donors, the 1:1:1 combination of an allylic Grignard, CuBr.SMe(2), and Me(3)SiCl leads to high yields of 1,4-adducts. The stereo- and regiochemistry associated with the allylic ligand, where appropriate, has also been examined. Low temperature C-13 NMR studies provide insight as to the nature of these complexes.

  DOI：

  10.1021/jo00103a042

文献信息

• Conjugate Addition Reactions of Allylic Copper Species Derived from Grignard Reagents: Synthetic and Spectroscopic Aspects
  作者：Bruce H. Lipshutz、Claus Hackmann

  DOI：10.1021/jo00103a042

  日期：1994.12

  A general study on the 1,4-addition chemistry of allyl, methallyl, crotyl, and prenyl Grignard-derived organocopper reagents has been conducted. While diallylic cuprates formed from such species are not effective Michael donors, the 1:1:1 combination of an allylic Grignard, CuBr.SMe(2), and Me(3)SiCl leads to high yields of 1,4-adducts. The stereo- and regiochemistry associated with the allylic ligand, where appropriate, has also been examined. Low temperature C-13 NMR studies provide insight as to the nature of these complexes.