Author:
Karban Jindřich,Buděšínský Miloš,Kroutil Jiří
Abstract
A complete series of 2,3,4-trideoxy-2,3-epimino and 2,3,4-trideoxy-3,4-epimino derivatives of 1,6-anhydro-β-D-hexopyranoses were prepared by lithium aluminium hydride reduction of vicinal trans azido tosylates. Unusual formation of the aziridine ring from precursors with the trans-diequatorial arrangement of the reacting groups was observed. NMR and infrared spectra of the aziridines are discussed.
Publisher
Institute of Organic Chemistry & Biochemistry
Cited by
3 articles.
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1. The Effect of Deoxyfluorination on Intermolecular Interactions in the Crystal Structures of 1,6-Anhydro-2,3-epimino-hexopyranoses;Molecules;2022-01-03
2. Ring-Opening Reactions of Aziridines Fused to a Conformationally Locked Tetrahydropyran Ring;European Journal of Organic Chemistry;2009-12
3. Synthesis of 1,6-Anhydro-2,3,4-trideoxy-2,3-epimino- and 1,6-Anhydro-2,3,4-trideoxy-3,4-epimino-?-D-hexopyranoses and Their NMR and Infrared Spectra.;ChemInform;2005-03-22