| 1542209-60-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1542209-60-8
• 化学式: C₁₂H₁₂F₃NO₃
• 分子量: 275.227
• InChiKey: SJLIOGSUMZGEHC-WCBMZHEXSA-N

反应信息

• 作为产物：
  描述：

  反式-β-硝基-2-(三氟甲基)苯乙烯 、 丙醛 在 PDLFVLH 作用下， 以 水 、 异丙醇 为溶剂， 反应 0.33h， 以44%的产率得到
  参考文献：
  名称：

  Asymmetric Michael Reaction Catalyzed by Mimicked Peptides

  摘要：

  Peptides mimicked from active site of promiscuous aldo-ketoreductase were synthesized and tested as asymmetry catalysts in the Michael adduct reaction of aldehydes or ketones with nitroolefins to furnish the corresponding gamma-nitroaldehydes, gamma-nitroketones with up to 93 % yield, 99:1 dr and 71 % ee at room temperature and on eco-friendly solvents. Aspartic acid residue as second amino acid produced greater enantioselectivity.

  DOI：

  10.1007/s10562-013-1156-6

文献信息

• The Use ofN-Alkyl-2,2′-bipyrrolidine Derivatives as Organocatalysts for the Asymmetric Michael Addition of Ketones and Aldehydes to Nitroolefins
  作者：Olivier Andrey、Alexandre Alexakis、Axel Tomassini、Gerald Bernardinelli

  DOI：10.1002/adsc.200404037

  日期：2004.8

  The direct Michael addition of aldehydes and ketones to nitroolefins, catalyzed by N-i-Pr-2,2′-bipyrrolidine, is described. The desired 1,4-adducts are obtained in excellent yields with enantioselectivities up to 95% ee and dr up to 95 : 5 of the syn aldehyde addition product. An unexpected inversion of diastereoselectivity was observed for the addition of α-hydroxy ketones to β-arylnitroolefins with

  描述了由Ni -Pr-2，2'-联吡咯烷催化的醛和酮直接迈克尔加成到硝基烯烃上。以优异的产率获得所需的1,4-加合物，其对映体选择性高达合成醛加成产物的95％ee和dr：95：5 。对于以高达98％ee的对映选择性将α-羟基酮添加到β-芳基硝基烯烃中，观察到了非预期的非对映选择性反转。在α-羟基酮的OH基和催化剂的叔氮之间形成内部氢键导致形成刚性的顺式烯胺中间体，这解释了预期的非对映选择性和非常高的ee。