2-Carbamoylaziridine (Leakadine): diastereoselective transformations and stereoelectronic effect

2-Carbamoylaziridine (Leakadine): diastereoselective transformations and stereoelectronic effect

Diastereoselective transformations of Leakadine were discovered: dimerization during melting or heating in CHCl 3 with the formation of one diastereomer. The obtained dimer reacts with methyl isocyanate under mild conditions with the formation of an N -methylcarbamoyl derivative – also in the form o...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2012-09, Vol.48 (6), p.869-874
Hauptverfasser: Kostyanovsky, R. G., Kadorkina, G. K., Krutius, O. N., Chervin, I. I.
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry
Chemistry and Materials Science
Enantiomers
Isocyanates
Organic Chemistry
Pharmacy
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Zusammenfassung:Diastereoselective transformations of Leakadine were discovered: dimerization during melting or heating in CHCl 3 with the formation of one diastereomer. The obtained dimer reacts with methyl isocyanate under mild conditions with the formation of an N -methylcarbamoyl derivative – also in the form of one diastereomer. In the diastereoselective reaction of Leakadine with dimethyl formamide dimethyl acetal, 2-dimethylamino-1,3-diazabicyclo[3.1.0]hexan-4-one was obtained. The reaction of Leakadine with perfluoroisobutylene was studied.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-012-1068-1