4-Cyclohex-1-enyl-butyric acid methyl ester | 42908-43-0

• 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: 4-Cyclohex-1-enyl-butyric acid methyl ester
• 英文别名: Methyl 4-(1-cyclohexen-1-yl)butanoate；methyl 4-(cyclohexen-1-yl)butanoate
• CAS: 42908-43-0
• 化学式: C₁₁H₁₈O₂
• 分子量: 182.263
• InChiKey: FXEGKMPNLQLERS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Cyclohex-1-enyl-butyric acid methyl ester 在 盐酸羟胺 、 sodium acetate 、 二异丁基氢化铝 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 甲苯 、 乙腈 为溶剂， 反应 10.5h， 生成 C₂₁H₂₆N₂O₃Se
  参考文献：
  名称：

  Spiro- and bridged-ring forming electrophile induced → oxime → nitrone cycloaddition cascades. Multiplication of chirality

  摘要：

  Electrophile induced 6-exo-trig spirocyclisation of oximes onto 5-, 6- or 7-membered cycloalkenes occurs stereo- and regio- specifically in good yield. Bridged - ring forming cyclisations creating bicycle-[3.3.1]- and bicyclo-[3.2.1]-ring systems also occur in good yield. Chiral bridged-ring systems have been synthesised, via the latter processes, that involve multiplication of chiral centres from one to six and seven in one pot reactions. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01255-0
• 作为产物：
  描述：

  丙烯酸甲酯（MA） 、 亚甲基环己烷 在 三氯化铝 作用下， 生成 4-Cyclohex-1-enyl-butyric acid methyl ester
  参考文献：
  名称：

  Lewis acid catalysis of ene reactions

  摘要：

  DOI：

  10.1021/jo00916a034

文献信息

• α-Diazo-β-ketonitriles: Uniquely Reactive Substrates for Arene and Alkene Cyclopropanation
  作者：Roger R. Nani、Sarah E. Reisman

  DOI：10.1021/ja401610p

  日期：2013.5.15

  An investigation of the intramolecular cyclopropanation reactions of alpha-diazo-beta-ketonitriles is reported. These studies reveal that alpha-diazo-beta-ketonitriles exhibit unique reactivity in their ability to undergo arene cyclopropanation reactions; other similar acceptor acceptor-substituted diazo substrates instead produce mixtures of C-H insertion and dimerization products. alpha-Diazo-beta-ketonitriles also undergo highly efficient intramolecular cyclopropanation of tri- and tetrasubstituted alkenes. In addition, the alpha-cyano-alpha-ketocyclopropane products are demonstrated to serve as substrates for S(N)2, S(N)2', and aldehyde cycloaddition reactions.
• Lewis acid catalysis of ene reactions
  作者：Barry B. Snider

  DOI：10.1021/jo00916a034

  日期：1974.1
• Intramolecular Hydroxycyclopropanation of ω-Vinyl Carboxylic Esters
  作者：Jinhwa Lee、Chul Hyun Kang、Heejin Kim、Jin Kun Cha

  DOI：10.1021/ja953055n

  日期：1996.1.1
• Spiro- and bridged-ring forming electrophile induced → oxime → nitrone cycloaddition cascades. Multiplication of chirality
  作者：H.Ali Dondas、Ronald Grigg、Christopher S. Frampton

  DOI：10.1016/s0040-4039(97)01255-0

  日期：1997.8

  Electrophile induced 6-exo-trig spirocyclisation of oximes onto 5-, 6- or 7-membered cycloalkenes occurs stereo- and regio- specifically in good yield. Bridged - ring forming cyclisations creating bicycle-[3.3.1]- and bicyclo-[3.2.1]-ring systems also occur in good yield. Chiral bridged-ring systems have been synthesised, via the latter processes, that involve multiplication of chiral centres from one to six and seven in one pot reactions. (C) 1997 Elsevier Science Ltd.