3a,6,6-trimethyl-2,3,3a,5,6,7,8,8a-octahydro-1H-benzo[b]cyclopenta[d]furan-3,8-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3a,6,6-trimethyl-2,3,3a,5,6,7,8,8a-octahydro-1H-benzo[b]cyclopenta[d]furan-3,8-dione
• 英文别名: (3aR,8bS)-3a,6,6-trimethyl-2,5,7,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-3,8-dione
• 化学式: C₁₄H₁₈O₃
• 分子量: 234.295
• InChiKey: BLBQTTUVJRDXGC-RMLUDKJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  甲基环戊烯醇酮 、 5,5-二甲基-1,3-环己二酮 在 ammonium cerium(IV) nitrate 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以32%的产率得到3a,6,6-trimethyl-2,3,3a,5,6,7,8,8a-octahydro-1H-benzo[b]cyclopenta[d]furan-3,8-dione
  参考文献：
  名称：

  Ceric Ammonium Nitrate (CAN)-Mediated Oxidative Cycloaddition of 1,3-Dicarbonyls to Conjugated Compounds. Efficient Synthesis of Dihydrofurans, Dihydrofurocoumarins, Dihydrofuroquinolinones, Dihydrofurophenalenones, and Furonaphthoquinone Natural Products

  摘要：

  Ceric ammonium nitrate-mediated oxidative cycloaddition of 1,3-dicarbonyls to conjugated compounds afforded substituted dihydrofurans, dihydrofurocoumarins, dihydrofuroquinolinones, and dihydrofurophenalenones in moderate yields. This new synthetic method has been applied to the synthesis of furonaphthoquinone natural products. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00839-5

文献信息

• Ceric Ammonium Nitrate (CAN)-Mediated Oxidative Cycloaddition of 1,3-Dicarbonyls to Conjugated Compounds. Efficient Synthesis of Dihydrofurans, Dihydrofurocoumarins, Dihydrofuroquinolinones, Dihydrofurophenalenones, and Furonaphthoquinone Natural Products
  作者：Yong Rok Lee、Byung So Kim、Dae Hwan Kim

  DOI：10.1016/s0040-4020(00)00839-5

  日期：2000.11

  Ceric ammonium nitrate-mediated oxidative cycloaddition of 1,3-dicarbonyls to conjugated compounds afforded substituted dihydrofurans, dihydrofurocoumarins, dihydrofuroquinolinones, and dihydrofurophenalenones in moderate yields. This new synthetic method has been applied to the synthesis of furonaphthoquinone natural products. (C) 2000 Elsevier Science Ltd. All rights reserved.