Pavel Drabina, E. Horáková, Z. Růžičková
Feb 15, 2015
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Journal
Tetrahedron-asymmetry
Abstract
Abstract A series of 5- tert -butyl-2-(pyridine-2-yl)imidazolidine-4-ones have been prepared and their Cu(II) complexes studied as enantioselective catalysts of the asymmetric Henry reaction of various aldehydes with nitromethane. It was found that these compounds were effective catalysts for this reaction, with enantiomeric excesses being as high as 97%. The enantioselectivities of individual derivatives were different and depended on the substituents attached to stereogenic centers and the configuration of imidazolidine-4-one cycle. High enantiomeric excesses were obtained irrespective of the solvent used. The most effective derivative was chosen for preparation of the key intermediate for Salmeterol medical drug and an enantiomeric excess of 92% was obtained.