S 98 Synthesis of enantiomers of 6-nitro- and 6-amino-2-methyl-1,2,3,4-tetrahydroquinolines / D. A. Gruzdev, G. L. Levit, M. I. Kodess, V. P. Krasnov // Chemistry of Heterocyclic Compounds. - 2012. - Vol.48, №5. - С. 748-757 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): AMIDES -- DIASTEREOISOMERS -- ENANTIOMERS Аннотация: Enantiomers of 2-methyl-6-nitro-1,2,3,4-tetrahydroquinoline have been obtained by kinetic resolution of racemic 2-methyl-1,2,3,4-tetrahydroquinoline in acylation with acyl chlorides of N-protected amino acids followed by regioselective nitration of the diastereoisomeric amides and acidic hydrolysis. The introduction of a trifluoroacetyl protecting group into the position 1 of the enantio pure nitro compound followed by the reduction led to (S)-6-amino-2-methyl-1-trifluoroacetyl-1,2,3,4-tetra-hydroquinoline in a high yield \\\\Expert2\\nbo\\Chemistry of Heterocyclic Compounds\\2012, v.48, N 5, p.748-757.pdf |