(2R)-N-benzyloxycarbonyl-6,7-dimethoxy-2-(2-oxopropyl)-1,2,3,4-tetrahydroquinoline | 1361525-19-0

• 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: (2R)-N-benzyloxycarbonyl-6,7-dimethoxy-2-(2-oxopropyl)-1,2,3,4-tetrahydroquinoline
• CAS: 1361525-19-0
• 化学式: C₂₂H₂₅NO₅
• 分子量: 383.444
• InChiKey: YIYCRYOHGBZSNM-GOSISDBHSA-N

反应信息

• 作为产物：
  描述：

  (E)-6-(2-benzyloxycarbonylamino-4,5-dimethoxyphenyl)-3-hexen-2-one 在 (6-甲氧基-4-喹啉基)-(5-乙烯基奎宁环-2-基)甲胺 、 五氟丙酸 作用下， 以 氯仿 为溶剂， 反应 20.0h， 以95%的产率得到(2R)-N-benzyloxycarbonyl-6,7-dimethoxy-2-(2-oxopropyl)-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Microwave-Assisted Organocatalytic Enantioselective Intramolecular aza-Michael Reaction with α,β-Unsaturated Ketones

  摘要：

  AbstractAn organocatalytic enantioselective intramolecular aza‐Michael reaction of carbamates bearing conjugated ketones as Michael acceptors is described. By using 9‐amino‐9‐deoxy‐epi‐hydroquinine as the catalyst and pentafluoropropionic acid as a co‐catalyst, a series of piperidines, pyrrolidines, and the corresponding benzo‐fused derivatives (indolines, isoindolines, tetrahydroquinolines, and tetrahydroisoquinolines) can be obtained in excellent yields and enantioselectivities. In addition, the use of microwave irradiation at 60 °C improves the efficiency of the process giving rise to the final products with comparable yields and enantiomeric excesses. Some mechanistic insights are also considered.

  DOI：

  10.1002/chem.201101292