(4RS,4aRS,10bSR)-ethyl 4-phenyl-1-tosyl-1,4,4a,5,6,10b-hexahydrobenzo[h]quinoline-2-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (4RS,4aRS,10bSR)-ethyl 4-phenyl-1-tosyl-1,4,4a,5,6,10b-hexahydrobenzo[h]quinoline-2-carboxylate
• 英文别名: ethyl (4R,4aR,10bS)-1-(4-methylphenyl)sulfonyl-4-phenyl-4a,5,6,10b-tetrahydro-4H-benzo[h]quinoline-2-carboxylate
• 化学式: C₂₉H₂₉NO₄S
• 分子量: 487.62
• InChiKey: DFVUZWDBGLIYLC-STROYTFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (4RS,4aRS,10bSR)-ethyl 4-phenyl-1-tosyl-1,4,4a,5,6,10b-hexahydrobenzo[h]quinoline-2-carboxylate
  参考文献：
  名称：

  Organocatalytic Sequential Hetero-Diels–Alder and Friedel–Crafts Reaction: Constructions of Fused Heterocycles with Scaffold Diversity

  摘要：

  A highly enantioselective aza-Diels-Alder and Friedel-Crafts reaction sequence of N-sulfonyl-1-aza-1,3-butadienes and aliphatic aldehydes tethered to an arene motif has been developed, affording the fused chiral piperidine frameworks with a versatile scaffold diversity. A similar strategy has been applied for the construction of complex chiral tetrahydroquinoxaline structures.

  DOI：

  10.1021/ol202492x

文献信息

• Organocatalytic Sequential Hetero-Diels–Alder and Friedel–Crafts Reaction: Constructions of Fused Heterocycles with Scaffold Diversity
  作者：Si-Li Zhou、Jun-Long Li、Lin Dong、Ying-Chun Chen

  DOI：10.1021/ol202492x

  日期：2011.11.4

  A highly enantioselective aza-Diels-Alder and Friedel-Crafts reaction sequence of N-sulfonyl-1-aza-1,3-butadienes and aliphatic aldehydes tethered to an arene motif has been developed, affording the fused chiral piperidine frameworks with a versatile scaffold diversity. A similar strategy has been applied for the construction of complex chiral tetrahydroquinoxaline structures.