2-Formyl-3-<1-oxo-6-hexylidene>-1-cyclohexene | 146355-28-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Formyl-3-<1-oxo-6-hexylidene>-1-cyclohexene
• 英文别名: (6E)-6-(6-oxohexylidene)cyclohexene-1-carbaldehyde
• CAS: 146355-28-4
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: QVRWXNGUXNURGU-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Formyl-3-<1-oxo-6-hexylidene>-1-cyclohexene 在 tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium sodium hydride 作用下， 反应 123.0h， 生成 (+/-)-Δ^9,17-(1R,3S,5S,10S,15S,16R)-3-Ethoxy-16-carbomethoxy-2-oxatetracyclo<7.7.1.0^5,17.0^10,15>heptadec-9-ene
  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：

  2,3-dibromocyclohexanone 在 4-二甲氨基吡啶 、 copper(l) iodide 、 正丁基锂 、 草酰氯 、 氢氟酸 、 碘 、 magnesium 、 碘乙烷 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 四氯化碳 、 乙醚 、 正己烷 、 二氯甲烷 、 乙腈 为溶剂， 反应 56.0h， 生成 2-Formyl-3-<1-oxo-6-hexylidene>-1-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

• A stereoselective diene-transmissive [4 + 2]-cycloaddition strategy for the construction of the tetracyclic quassinoid framework
  作者：Claude Spino、Gang Liu

  DOI：10.1021/jo00056a008

  日期：1993.2

  The tetracyclic quassinoid framework was stereoselectively constructed using a diene-transmissive Diels-Alder reaction between the cyclic formyl-diene 13 and ethyl vinyl ether.
• 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.