(E)-1-Formyl-6-(6-hepten-1-ylidene)-2-cyclohexene | 160084-54-8

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 英文名称: (E)-1-Formyl-6-(6-hepten-1-ylidene)-2-cyclohexene
• 英文别名: (6E)-6-hept-6-enylidenecyclohexene-1-carbaldehyde
• CAS: 160084-54-8
• 化学式: C₁₄H₂₀O
• 分子量: 204.312
• InChiKey: GDNZMIRJKAVWNC-UKTHLTGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  (E)-1-Formyl-6-(6-hepten-1-ylidene)-2-cyclohexene 在 tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium 作用下， 反应 96.0h， 生成 (3R,4aR)-3-Ethoxy-8-hept-6-enyl-4,4a,5,6-tetrahydro-3H-isochromene
  参考文献：
  名称：

  The Diene-Transmissive [4 + 2]-Cycloaddition Strategy: Stereoselective Synthesis of Advanced Intermediates to Quassinoids

  摘要：

  Complex intermediates to quassinoids', some optically active and containing many functional groups, were synthesized via a diene-transmissive Diels-Alder strategy. The stereochemistry of the key inter- and intramolecular cycloadditions was controlled by stereodefined groups on the preexisting C ring and on the tether.

  DOI：

  10.1021/jo00098a017
• 作为产物：
  描述：

  N,N-二甲基甲酰胺 、 (E)-2-Bromo-1-(6-hepten-1-ylidene)-2-cyclohexene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以67%的产率得到(E)-1-Formyl-6-(6-hepten-1-ylidene)-2-cyclohexene
  参考文献：
  名称：

  The Diene-Transmissive [4 + 2]-Cycloaddition Strategy: Stereoselective Synthesis of Advanced Intermediates to Quassinoids

  摘要：

  Complex intermediates to quassinoids', some optically active and containing many functional groups, were synthesized via a diene-transmissive Diels-Alder strategy. The stereochemistry of the key inter- and intramolecular cycloadditions was controlled by stereodefined groups on the preexisting C ring and on the tether.

  DOI：

  10.1021/jo00098a017

文献信息

• The Diene-Transmissive [4 + 2]-Cycloaddition Strategy: Stereoselective Synthesis of Advanced Intermediates to Quassinoids
  作者：Claude Spino、Gang Liu、Noah Tu、Suzanne Girard

  DOI：10.1021/jo00098a017

  日期：1994.9

  Complex intermediates to quassinoids', some optically active and containing many functional groups, were synthesized via a diene-transmissive Diels-Alder strategy. The stereochemistry of the key inter- and intramolecular cycloadditions was controlled by stereodefined groups on the preexisting C ring and on the tether.