Esters and amides (including N-15 analogs) of 1-alkoxyaziridine-2,2-dicarboxylic acids that contain N-alkoxy substituents ((PrO)-O-i, RO2CCH2O, (R,S)-RO2CCH(Me)O, or (S)-RO2CCH(Me)O) were synthesized. Triamide of the last-mentioned type was isolated in the diastereomerically pure forms. The validity of the H-1 NMR criteria, which were suggested for the determination of absolute configurations of diastereomers, was confirmed by X-ray diffraction study of the (S,S)-form.
Asymmetric nitrogen - 80. Diastereomeric derivatives of 1-alkoxyaziridine-2,2-dicarboxylic acids. Synthesis, structure, and absolute configuration / Prosyanik, Av; Rozhkov, Vv; Moskalenko, As; Mishchenko, Ai; Forni, Arrigo; Moretti, Irene; Torre, Giovanni; Brukner, S; Malpezzi, L; Kostyanovsky, Rg. - In: RUSSIAN CHEMICAL BULLETIN. - ISSN 1066-5285. - STAMPA. - 47:(1998), pp. 119-126.
Asymmetric nitrogen - 80. Diastereomeric derivatives of 1-alkoxyaziridine-2,2-dicarboxylic acids. Synthesis, structure, and absolute configuration
FORNI, Arrigo;MORETTI, Irene;TORRE, Giovanni;
1998
Abstract
Esters and amides (including N-15 analogs) of 1-alkoxyaziridine-2,2-dicarboxylic acids that contain N-alkoxy substituents ((PrO)-O-i, RO2CCH2O, (R,S)-RO2CCH(Me)O, or (S)-RO2CCH(Me)O) were synthesized. Triamide of the last-mentioned type was isolated in the diastereomerically pure forms. The validity of the H-1 NMR criteria, which were suggested for the determination of absolute configurations of diastereomers, was confirmed by X-ray diffraction study of the (S,S)-form.
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