1-Methyl-1-(2-oxo-vinyl)-spiro[3.5]nonan-2-one | 132156-97-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Methyl-1-(2-oxo-vinyl)-spiro[3.5]nonan-2-one
• CAS: 132156-97-9
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: IKPCWNSEFHGUGH-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  1-Methyl-1-(2-oxo-vinyl)-spiro[3.5]nonan-2-one 以 甲基环己烷 为溶剂， 生成 4-Methyl-1-oxa-dispiro[4.0.5.1]dodec-3-en-2-one
  参考文献：
  名称：

  The generation and rearrangement of 2-(diazoacetyl)cyclobutanones: the formation of 5-spirocyclopropyl-2(5H)-furanones

  摘要：

  We describe here a simple synthesis of 2-(diazoacetyl)cyclobutanones and their facile thermal rearrangement to 5-spirocyclopropyl-DELTA-alpha,beta-butenolides. The yield of the rearrangement product is high, and the reaction is completely stereospecific. alpha-Ketenylcyclobutanones have been identified spectroscopically as intermediates, and their rearrangement was studied kinetically. A strained dipolar cyclic transition is proposed for the rearrangement of the alpha-ketenylcyclobutanones to the corresponding 5-spirocyclopropyl-DELTA-alpha,beta-butenolides.

  DOI：

  10.1021/jo00004a022