D 62 Direct diastereoselective introduction of l-menthol residue into 1,2,4-triazin-5(4H)-one [Electronic resource] / G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, G. L. Levit, M. I. Kodess, T. S. Shtukina // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 6. - P1290-1294. - Bibliogr. : p. 1294 (16 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ACETIC ANHYDRIDE -- DIASTEREOSELECTIVITY -- ISOBUTYRIC ANHYDRIDE -- L-MENTHOL -- NUCLEOPHILIC ADDITION Аннотация: The reaction of 3-phenyl-1,2,4-triazin-5(4H)-one (1) with l-menthol in the presence of aliphatic acid anhydrides results in (6S)- and (6R)-1-acyl-6-(l- menth-3-yl)-1,6-dyhydro-3-phenyl-1,2,4-triazin-5(4H)-ones. The reaction is diastereoselective with predominant formation of (6S)-isomers. The reaction diastereoselectivity increases with enhancement of the steric hindrance in the vicinity of the reaction center of the azine. \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (6), 1290-1294.pdf |