1,3a-Dimethyl-3,4,6,7,8,9-hexahydrocyclopenta[8]annulene-2,5-dione | 250386-66-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3a-Dimethyl-3,4,6,7,8,9-hexahydrocyclopenta[8]annulene-2,5-dione
• CAS: 250386-66-4
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: RLSUADLBPXYMLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3a-Dimethyl-3,4,6,7,8,9-hexahydrocyclopenta[8]annulene-2,5-dione 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (1S,3aS,5aR,8aR)-1,3a-Dimethyl-hexahydro-cyclopenta[c]pentalene-2,5-dione 、 (1R,3aS,5aR,8aR)-1,3a-Dimethyl-hexahydro-cyclopenta[c]pentalene-2,5-dione
  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 、 甲苯 为溶剂， 反应 173.67h， 生成 1,3a-Dimethyl-3,4,6,7,8,9-hexahydrocyclopenta[8]annulene-2,5-dione
  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.