methyl 6-oxo-2-(2-vinylbenzyl)heptanoate | 1174556-65-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 6-oxo-2-(2-vinylbenzyl)heptanoate
• 英文别名: Methyl 2-[(2-ethenylphenyl)methyl]-6-oxoheptanoate
• CAS: 1174556-65-0
• 化学式: C₁₇H₂₂O₃
• 分子量: 274.36
• InChiKey: CRESNRCUDYINAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 6-oxo-2-(2-vinylbenzyl)heptanoate 在 六甲基磷酰三胺 、 samarium diiodide 、 叔丁醇 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 methyl (6SR,10RS)-10-hydroxy-10-methyl-5,6,7,8,9,10,11,12-octahydrobenzo[10]-annulene-6-carboxylate 、 methyl (6SR,10SR)-10-hydroxy-10-methyl-5,6,7,8,9,10,11,12-octahydrobenzo[10]-annulene-6-carboxylate
  参考文献：
  名称：

  Medium-Sized Carbocycles by Samarium Diiodide-Induced Carbonyl−Alkene Cyclizations

  摘要：

  Intramolecular samarium diiodide-induced carbonyl-alkene or carbonyl-alkyne coupling reactions afforded without high dilution conditions 9- and 10-membered benzannulated carbocycles of type II and III in surprisingly good yields and stereoselectivities. A novel samarium diiodide-mediated cascade process leading to tricyclic compounds of type IV was also observed. Bisbenzannulated 10- and 11-membered carbocycles were prepared in very good yields.

  DOI：

  10.1021/ol901183h
• 作为产物：
  描述：

  methyl 2-(2-iodobenzyl)-6-oxoheptanoate 、 乙烯三氟硼酸钾 在 palladium diacetate 、 caesium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 5.0h， 以64%的产率得到methyl 6-oxo-2-(2-vinylbenzyl)heptanoate
  参考文献：
  名称：

  Medium-Sized Carbocycles by Samarium Diiodide-Induced Carbonyl−Alkene Cyclizations

  摘要：

  Intramolecular samarium diiodide-induced carbonyl-alkene or carbonyl-alkyne coupling reactions afforded without high dilution conditions 9- and 10-membered benzannulated carbocycles of type II and III in surprisingly good yields and stereoselectivities. A novel samarium diiodide-mediated cascade process leading to tricyclic compounds of type IV was also observed. Bisbenzannulated 10- and 11-membered carbocycles were prepared in very good yields.

  DOI：

  10.1021/ol901183h