(4aR,7aS,11aR,12aS)-1,4a,5,6,7,7a,10,11,11a,12a-Decahydro-2H-dibenzo[a,d]cycloocten-12-one | 159498-11-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4aR,7aS,11aR,12aS)-1,4a,5,6,7,7a,10,11,11a,12a-Decahydro-2H-dibenzo[a,d]cycloocten-12-one
• 英文别名: (1S,3R,8S,12R)-tricyclo[10.4.0.03,8]hexadeca-6,13-dien-2-one
• CAS: 159498-11-0
• 化学式: C₁₆H₂₂O
• 分子量: 230.35
• InChiKey: GZTLZGGEXRTKRQ-NMWPEEMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  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：
  0.69
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4aR,7aS,11aR,12aS)-1,4a,5,6,7,7a,10,11,11a,12a-Decahydro-2H-dibenzo[a,d]cycloocten-12-one 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 生成 (4aR,7aS,11aR,12aS)-1,2,4a,5,6,7,7a,10,11,11a,12,12a-Dodecahydro-dibenzo[a,d]cycloocten-12-ol
  参考文献：
  名称：

  Stereoselective Synthesis of Polycyclic Ring Systems via the Tandem Diels-Alder Reaction

  摘要：

  Intermolecular Diels-Alder reaction of a monoprotected bis-diene with a bis-dienophile, followed by deprotection on the second diene moeity and a second intramolecular Diels-Alder reaction, leads to the stereoselective construction of polycyclic ring systems with high level of stereochemical control.

  DOI：

  10.1021/jo00102a002
• 作为产物：
  描述：

  (E)-7-bromohepta-1,3-diene 在 zinc(II) chloride 作用下， 以 甲苯 为溶剂， 反应 36.5h， 生成 (4aR,7aS,11aR,12aS)-1,4a,5,6,7,7a,10,11,11a,12a-Decahydro-2H-dibenzo[a,d]cycloocten-12-one
  参考文献：
  名称：

  Stereoselective Synthesis of Polycyclic Ring Systems via the Tandem Diels-Alder Reaction

  摘要：

  Intermolecular Diels-Alder reaction of a monoprotected bis-diene with a bis-dienophile, followed by deprotection on the second diene moeity and a second intramolecular Diels-Alder reaction, leads to the stereoselective construction of polycyclic ring systems with high level of stereochemical control.

  DOI：

  10.1021/jo00102a002

文献信息

• Stereoselective Synthesis of Polycyclic Ring Systems via the Tandem Diels-Alder Reaction
  作者：Jeffrey D. Winkler、Sanghee Kim、Kevin R. Condroski、Amparo Asensio、K. N. Houk

  DOI：10.1021/jo00102a002

  日期：1994.11

  Intermolecular Diels-Alder reaction of a monoprotected bis-diene with a bis-dienophile, followed by deprotection on the second diene moeity and a second intramolecular Diels-Alder reaction, leads to the stereoselective construction of polycyclic ring systems with high level of stereochemical control.