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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 1998 Volume 8, Issue 6, Pages 231–233 (Mi mendc4743)

This article is cited in 27 papers

Chiral glycouril, 2,6-diethyl-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione: spontaneous resolution, reactivity and absolute configuration

R. G. Kostyanovskya, K. A. Lyssenkob, G. K. Kadorkinaa, O. V. Lebedevc, A. N. Kravchenkoc, I. I. Chervina, V. R. Kostyanovskya

a N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, Russian Federation
b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
c N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: The title glycouril 1 was spontaneously resolved into enantiomers by crystallisation from H2O and sorting of conglomerate crystals, then N-chlorination and N-aminomethylation to give 2, 3 and 4, respectively, were studied. The absolute configuration 1R,5R-(+) was determined by an X-ray diffraction study of diastereomeric N,N-bis-aminomethyl derivative (−)-4.

Language: English

DOI: 10.1070/MC1998v008n06ABEH001035



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