1-acetylcyclohexene lithium enolate | 128164-71-6

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: 1-acetylcyclohexene lithium enolate
• CAS: 128164-71-6
• 化学式: C₈H₁₁LiO
• 分子量: 130.116
• InChiKey: FPCIZKCHMVBVRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-acetylcyclohexene lithium enolate 、 ethyl 5-bromo-3-ethxl-9-oxo-3-azabicyclo<3.3.1>nonanecarboxylate 以 四氢呋喃 为溶剂， 以60%的产率得到(3aS,6aR)-6a-(3-Cyclohex-1-enyl-3-oxo-propionyl)-2-ethyl-hexahydro-cyclopenta[c]pyrrole-3a-carboxylic acid ethyl ester
  参考文献：
  名称：

  Reactions of bridgehead halides. A synthesis of modhephene, isomodhephene, and epi-modhephene

  摘要：

  A synthesis of modhephene has been achieved, the key feature of which is the use of a novel nucleophilic addition/rearrangement reaction to develop the carbon framework. Stereochemical control of the stereogenic center bearing the methyl group was accomplished by variation of the hydrogenation conditions. As a byproduct of this work, we have clarified structural assignments of intermediates from previous syntheses.

  DOI：

  10.1021/jo00013a014

文献信息

• Reactions of bridgehead halides. A synthesis of modhephene, isomodhephene, and epi-modhephene
  作者：George A. Kraus、Jianmin Shi

  DOI：10.1021/jo00013a014

  日期：1991.6

  A synthesis of modhephene has been achieved, the key feature of which is the use of a novel nucleophilic addition/rearrangement reaction to develop the carbon framework. Stereochemical control of the stereogenic center bearing the methyl group was accomplished by variation of the hydrogenation conditions. As a byproduct of this work, we have clarified structural assignments of intermediates from previous syntheses.