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

Authors :
I. I. Chervin
Remir G. Kostyanovsky
O. N. Krutius
G. K. Kadorkina
Source :
Chemistry of Heterocyclic Compounds. 48:869-874
Publication Year :
2012
Publisher :
Springer Science and Business Media LLC, 2012.

Abstract

Diastereoselective transformations of Leakadine were discovered: dimerization during melting or heating in CHCl3 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.

Details

ISSN :
15738353 and 00093122
Volume :
48
Database :
OpenAIRE
Journal :
Chemistry of Heterocyclic Compounds
Accession number :
edsair.doi...........87b8be7bebb703ee4c2cbce26c5dc7d1
Full Text :
https://doi.org/10.1007/s10593-012-1068-1