Synthesis and aminolysis of N-(bicyclo[2.2.1]hept-5-en-endo-2-ylmethyl)-N-(oxiran-2-ylmethyl)(7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonamide

A new N -(oxiran-2-ylmethyl) (glycidyl) derivative has been obtained by reaction of N -(bicyclo-[2.2.1]hept-5-en- endo -2-ylmethyl)(7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonamide with epichlorohydrin. Its epoxidation and aminolysis have been studied, and the regioselectivity of these...

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Veröffentlicht in:Russian journal of organic chemistry 2014-09, Vol.50 (9), p.1312-1316
Hauptverfasser: Pal’chikov, V. A., Prid’ma, S. A., Kas’yan, L. I.
Format: Artikel
Sprache:eng
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Zusammenfassung:A new N -(oxiran-2-ylmethyl) (glycidyl) derivative has been obtained by reaction of N -(bicyclo-[2.2.1]hept-5-en- endo -2-ylmethyl)(7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonamide with epichlorohydrin. Its epoxidation and aminolysis have been studied, and the regioselectivity of these transformations has been determined by IR and 1 H NMR spectroscopy and mass spectrometry.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428014090139