| 1592990-18-5

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• CAS: 1592990-18-5
• 化学式: C₁₀H₁₄O
• 分子量: 152.221
• InChiKey: IYKLVLTVEHPBPR-OZUIXNLOSA-N

反应信息

• 作为产物：
  描述：

  trans-(E)-1-(2-allylcyclohexyl)-ethanone oxime 在 三乙胺 、 氧气-18O2 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.5h， 生成
  参考文献：
  名称：

  Access to Functionalized Bicyclo[4,3,0]nonenes via Palladium-Catalyzed Oxidative Cyclization of 2-Allylcyclohexyl Oximes

  摘要：

  A new palladium-catalyzed oxidative cyclization process leading to the functionalized bicyclo[4,3,0]nonenes is serendipitously discovered during attempts to form azaheterocycle by the amino-Heck reaction of trans-2-vinyl-clohexyl phosphinyloxime. Under the influence of Pd(dba)(2)/Et3N/1:1 N-2-O-2 (1:1, v/v) (Method A) or Pd(OAc)(2)/Et3N/O-2 (Method B), the reactions afford the substituted cis-1-hydroxyl-8-formyl-bicyclo[4,3,0]non-8(9)-enes or bicycle[4,3,0]non-1(9)-en-8-ones in varying yields with the incorporation of molecular oxygen into the structures. The 5,6-bicyclic scaffold of these products is presumably derived from tandem double intramolecular cyclization followed by the ring-opening of an aza-palladium(II) tricyclic intermediate.

  DOI：

  10.1021/jo5005422