3-phenyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde | 52807-49-5

• 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: 3-phenyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde
• 英文别名: 3-Phenyl-bicyclo[2.2.2]oct-5-en-2-carbaldehyd；trans-6-phenylbicyclo[2,2,2]oct-2-ene-5-carboxaldehyde；3-phenylbicyclo[2.2.2]oct-5-ene-2-carbaldehyde
• CAS: 52807-49-5
• 化学式: C₁₅H₁₆O
• 分子量: 212.291
• InChiKey: VLIBUNBOJZVYOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.18
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-phenyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde 在 甲基碘化镁 作用下， 生成 1-(3-苯基-二环[2.2.2]辛-5-烯-2-基)-乙醇
  参考文献：
  名称：

  Sopow; Kowner, Zhurnal Obshchei Khimii, 1958, vol. 28, p. 2145,2148, 2150; engl. Ausg. S. 2184, 2186,2187

  摘要：

  DOI：
• 作为产物：
  描述：

  反式肉桂醛 、 1,3-环己二烯 生成 3-phenyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde
  参考文献：
  名称：

  Sopow; Kowner, Zhurnal Obshchei Khimii, 1958, vol. 28, p. 2145,2148, 2150; engl. Ausg. S. 2184, 2186,2187

  摘要：

  DOI：

文献信息

• Secondary and tertiary-2-phenylbicyclo[2,2,2]oct-3-yl alkylamines and
  申请人：Lilly Industries, Ltd.

  公开号：US03980785A1

  公开（公告）日：1976-09-14

  Secondary and tertiary 2-phenylbicyclo[2,2,2]oct-3-yl alkyl amines are useful as anti-depressant and anti-Parkinsonism agents. They may be prepared from the corresponding aldehydes, nitriles, amides, isocyanates or esters using known chemical techniques.

  二级和三级2-苯基双环[2,2,2]辛-3-基烷基胺可用作抗抑郁和抗帕金森病药物。它们可以使用已知的化学技术从相应的醛，腈，酰胺，异氰酸酯或酯制备。
• Highly Selective Diels−Alder Reactions of Dienophiles with 1,3-Cyclohexadiene Mediated by Yb(OTf)₃·2H₂O and Ultrahigh Pressures
  作者：Aaron C. Kinsman、Michael A. Kerr

  DOI：10.1021/ol0065773

  日期：2000.11.1

  [GRAPHICS]Ultrahigh pressures and catalytic Yb(OTf)(3). 2H(2)O were found to mediate Diets-Alder reactions of various electron-deficient dienophiles with 1,3-cyclohexadiene to produce endo-bicyclo[2.2.2]oct-2-enes in moderate to excellent yield and selectivity. The proposed total synthesis of hapalindole Q based on bicyclo[2.2.2]oct-2-ene construction by Diels-Alder reaction and subsequent olefin cleavage is outlined, Preliminary results demonstrating the viability of this strategy are presented.