Reaction of N-(2,3-epoxypropyl)arenesulfonamides with (bicyclo[2.2.1]hept-5-en-endo-2-yl)methanamine

Reactions of bicyclo[2.2.1]hept-5-en- endo -2-ylmethanamine with N -(2,3-epoxypropyl)arenesulfonamides gave amino alcohols having a norbornene fragment and sulfonamide group. The major products were formed via opening of the oxirane ring according to the Krasuskii rule. The product structure was det...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2009-04, Vol.45 (4), p.505-511
Main Authors: Kas’yan, L. I., Prid’ma, S. A., Turov, A. V., Pal’chikov, V. A., Kas’yan, A. O., Karat, L. D.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
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Summary:Reactions of bicyclo[2.2.1]hept-5-en- endo -2-ylmethanamine with N -(2,3-epoxypropyl)arenesulfonamides gave amino alcohols having a norbornene fragment and sulfonamide group. The major products were formed via opening of the oxirane ring according to the Krasuskii rule. The product structure was determined by 1 H and 13 C NMR spectroscopy using DEPT and two-dimensional COSY, NOESY, HMQC, and HMBC techniques.
ISSN:1070-4280
1608-3393
DOI:10.1134/S107042800904006X