(E)-4-(allyloxy)-2-methylbut-2-en-1-yl acetate | 1041176-37-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (E)-4-(allyloxy)-2-methylbut-2-en-1-yl acetate
• 英文别名: (E)-4-(allyloxy)-2-methylbut-2-enyl acetate
• CAS: 1041176-37-7
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: HJLIVRXTFPSLNR-WEVVVXLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-4-(allyloxy)-2-methylbut-2-en-1-yl acetate 、 but-3-yn-2-yl benzoate 在 Hoveyda-Grubbs catalyst second generation 、 对苯醌 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以68%的产率得到6-acetoxy-5-methyl-3-methylenehex-4-en-2-yl benzoate
  参考文献：
  名称：

  Geminal Alkene–Alkyne Cross Metathesis Using a Relay Strategy

  摘要：

  A relay strategy was employed to achieve an intermolecular ene-yne metathesis between 1,1-disubstituted alkenes and alkynes. The relay serves to activate an unreactive alkene which will not participate in ene-yne metathesis. The new relay cross ene-yne metathesis gives rise to 1,1,3-trisubstituted-1,3-dienes previously inaccessible by direct ene-yne metathesis methods.

  DOI：

  10.1021/ol301846q
• 作为产物：
  描述：

  (E)-(4-(allyloxy)-2-methylbut-2-enyloxy)(tert-butyl)dimethylsilane 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.5h， 生成 (E)-4-(allyloxy)-2-methylbut-2-en-1-yl acetate
  参考文献：
  名称：

  Geminal Alkene–Alkyne Cross Metathesis Using a Relay Strategy

  摘要：

  A relay strategy was employed to achieve an intermolecular ene-yne metathesis between 1,1-disubstituted alkenes and alkynes. The relay serves to activate an unreactive alkene which will not participate in ene-yne metathesis. The new relay cross ene-yne metathesis gives rise to 1,1,3-trisubstituted-1,3-dienes previously inaccessible by direct ene-yne metathesis methods.

  DOI：

  10.1021/ol301846q

文献信息

• Exploiting Quadrupolar Interactions in the Synthesis of the Macrocyclic Portion of Longithorone C
  作者：Joseph E. Zakarian、Yassir El-Azizi、Shawn K. Collins

  DOI：10.1021/ol800821f

  日期：2008.7.17

  2,3,4,5,6-Pentafluorobenzyl and 3,5-bistrifluoromethylbenzyl ester auxiliaries can enable difficult macrocyclizations to afford rigid all-carbon paracyclophanes. The effectiveness of these auxiliaries has been demonstrated in preparing the carbon skeleton of the macrocyclic natural product longithorone C.