2-ethenyl-4-hydroxy-3-methyl-4-(2-methyl-2-propenyl)-4-[(trimethylsilyl)oxy]-2-cyclobuten-1-one | 250386-43-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-ethenyl-4-hydroxy-3-methyl-4-(2-methyl-2-propenyl)-4-[(trimethylsilyl)oxy]-2-cyclobuten-1-one
• 英文别名: 2-Ethenyl-3-methyl-4-(2-methylprop-2-enyl)-4-trimethylsilyloxycyclobut-2-en-1-one
• CAS: 250386-43-7
• 化学式: C₁₄H₂₂O₂Si
• 分子量: 250.413
• InChiKey: CXIRZRGQKUSXRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.63
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-ethenyl-4-hydroxy-3-methyl-4-(2-methyl-2-propenyl)-4-[(trimethylsilyl)oxy]-2-cyclobuten-1-one 以 甲苯 为溶剂， 反应 5.0h， 以97%的产率得到1-ethenyl-2-methyl-3-[(trimethylsilyl)oxy]bicyclo[3.2.0]hept-2-en-7-one
  参考文献：
  名称：

  Rearrangements of Linear Triquinanes to the Angular Isomers

  摘要：

  Warming substituted linear triquinanes in t-BuOK/t-BuOH resulted in their isomerization to the corresponding angularly fused isomers in good yield (59-84%). An alternate route employs a base-catalyzed intramolecular Michael addition of bicyclo[6.3.0]undecenediones, a class of compounds found to be readily-available from 1-alkenylbicyclo[3.2.0]hepten-7-ones via a "one-pot" sequence of reactions. This method is complementary to the isomerization reaction since it provides access to angular triquinanes not readily available from their linear isomers.

  DOI：

  10.1021/jo9907686
• 作为产物：
  描述：

  4,4-dimethoxy-2-methyl-1-(2-methyl-allyl)-3-vinyl-cyclobut-2-enol 在 盐酸 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 168.67h， 生成 2-ethenyl-4-hydroxy-3-methyl-4-(2-methyl-2-propenyl)-4-[(trimethylsilyl)oxy]-2-cyclobuten-1-one
  参考文献：
  名称：

  Rearrangements of Linear Triquinanes to the Angular Isomers

  摘要：

  Warming substituted linear triquinanes in t-BuOK/t-BuOH resulted in their isomerization to the corresponding angularly fused isomers in good yield (59-84%). An alternate route employs a base-catalyzed intramolecular Michael addition of bicyclo[6.3.0]undecenediones, a class of compounds found to be readily-available from 1-alkenylbicyclo[3.2.0]hepten-7-ones via a "one-pot" sequence of reactions. This method is complementary to the isomerization reaction since it provides access to angular triquinanes not readily available from their linear isomers.

  DOI：

  10.1021/jo9907686

文献信息

• Rearrangements of Linear Triquinanes to the Angular Isomers
  作者：James M. MacDougall、Harold W. Moore

  DOI：10.1021/jo9907686

  日期：1999.10.1

  Warming substituted linear triquinanes in t-BuOK/t-BuOH resulted in their isomerization to the corresponding angularly fused isomers in good yield (59-84%). An alternate route employs a base-catalyzed intramolecular Michael addition of bicyclo[6.3.0]undecenediones, a class of compounds found to be readily-available from 1-alkenylbicyclo[3.2.0]hepten-7-ones via a "one-pot" sequence of reactions. This method is complementary to the isomerization reaction since it provides access to angular triquinanes not readily available from their linear isomers.