Novel catalysts for the enantioselective Henry reaction

作者：Veselovsky V V^*; Stepanov A V

来源：Russian Chemical Bulletin, 2014, 63(2): 422-425.

DOI：10.1007/s11172-014-0447-4

• enantioselective synthesis
• nitroaldol condensation
• Henry reaction
• copper(II) complexes
• (S)-diphenylprolinol

Two novel catalytic systems based on the Cu-II complexes with N-(3,5-dibromo-2-hydroxy-benzyl)- and N-(2-hydroxy-3-nitrobenzyl)-(S)-alpha,alpha-diphenylprolinols were developed. These systems catalyze the condensation of 4-nitrobenzaldehyde with nitromethane to produce S-nitroaldol with maximum enantiomeric excess of >90% (99% yield). The reactions of nitro-methane with aliphatic aldehydes give the corresponding products in the yields above 80% and ee >90%.

• 出版日期2014-2