4β,7-dimethyl-4α,4aα-tetramethylene-4,4a,5,8-tetrahydro-1(8aαH)-naphthalenone | 135191-98-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4β,7-dimethyl-4α,4aα-tetramethylene-4,4a,5,8-tetrahydro-1(8aαH)-naphthalenone
• 英文别名: (4aR,7aS,11aR)-4a,9-dimethyl-2,3,4,7a,8,11-hexahydro-1H-benzo[j]naphthalen-7-one
• CAS: 135191-98-9；135269-27-1
• 化学式: C₁₆H₂₂O
• 分子量: 230.35
• InChiKey: RSLDTDAPVMZQKS-FVQBIDKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  4a-methyl-5,6,7,8-tetrahydro-2(4aH)-naphthalenone 、 天然橡胶 在 三氯化铝 作用下， 生成 4aβ,7-dimethyl-1,2,3,4,4a,4bβ,5,8-octahydro-9(8aβH)-phenanthrenone 、 4aβ,7-dimethyl-1,2,3,4,4a,4bβ,5,8-octahydro-9(8aβH)-phenanthrenone 、 4β,7-dimethyl-4α,4aα-tetramethylene-4,4a,5,8-tetrahydro-1(8aαH)-naphthalenone 、 4β,7-dimethyl-4α,4aα-tetramethylene-4,4a,5,8-tetrahydro-1(8aβH)-naphthalenone
  参考文献：
  名称：

  Diels-Alder reactions of cycloalkenones. 20. Diels-Alder reactions of a bicyclic, cross-conjugated dienone

  摘要：

  Aluminum chloride catalyzed Diels-Alder reactions of a bicyclic dienone of the 2,5-cyclohexadienone type with 1,3-butadiene, isoprene, and (E)-piperylene are described. Structure analysis of the adducts by NMR spectroscopy is presented. The site selectivity and face diastereoselectivity of the reactions are discussed.

  DOI：

  10.1021/jo00018a028

文献信息

• Diels-Alder reactions of cycloalkenones. 20. Diels-Alder reactions of a bicyclic, cross-conjugated dienone
  作者：Sergio Alunni、Lucio Minuti、Patrizia Pasciuti、Aldo Taticchi、Ming Guo、Ernest Wenkert

  DOI：10.1021/jo00018a028

  日期：1991.8

  Aluminum chloride catalyzed Diels-Alder reactions of a bicyclic dienone of the 2,5-cyclohexadienone type with 1,3-butadiene, isoprene, and (E)-piperylene are described. Structure analysis of the adducts by NMR spectroscopy is presented. The site selectivity and face diastereoselectivity of the reactions are discussed.