(5aRS,6RS,9aSR)-ethyl 6-phenyl-9-tosyl-4,5,5a,6,9.9a-hexahydrothieno[3,2-h]quinoline-8-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: (5aRS,6RS,9aSR)-ethyl 6-phenyl-9-tosyl-4,5,5a,6,9.9a-hexahydrothieno[3,2-h]quinoline-8-carboxylate
• 英文别名: ethyl (5aR,6R,9aS)-9-(4-methylphenyl)sulfonyl-6-phenyl-5,5a,6,9a-tetrahydro-4H-thieno[3,2-h]quinoline-8-carboxylate
• 化学式: C₂₇H₂₇NO₄S₂
• 分子量: 493.648
• InChiKey: ZXAPPSDDKDBMQQ-OYRHQHFDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  6

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 (5aRS,6RS,9aSR)-ethyl 6-phenyl-9-tosyl-4,5,5a,6,9.9a-hexahydrothieno[3,2-h]quinoline-8-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.