0104976 - UCHP-M 20040230 RIV CZ eng J - Journal Article
Karban, Jindřich - Buděšínský, Miloš - Kroutil, J.
Synthesis of 1,6-Anhydro-2,3,4-trideoxy-2,3-epimino- and 1,6-Anhydro-2,3,4-trideoxy-3,4-epimino-beta-D-hexopyranoses and their NMR and Infrared Spectra.
[Syntéza 1,6-anhydro-2,3,4-trideoxy-2,3-epimino- a 1,6-anhydro-2,3,4-trideoxy-3,4-epimino-(-D-hexopyranos a jejich NMR a infračervená spektra.]
Collection of Czechoslovak Chemical Communications. Roč. 69, č. 10 (2004), s. 1939-1954. ISSN 0010-0765
Institutional research plan: CEZ:AV0Z4072921
Keywords : anhydrosugars * aziridines * azides
Subject RIV: CC - Organic Chemistry
Impact factor: 1.062, year: 2004

A complete series of 2,3,4-trideoxy-2,3-epimino and 2,3,4-trideoxy-3,4-epimino derivatives of 1,6-anhydro-beta-D-hexopyranoses were prepared by lithium aluminum 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 are discussed.

Připravili jsme úplnou serii 2,3,4-trideoxy-2,3-epimino- a 2,3,4-trideoxy-3,4-epiminoderivátů 1,6-anhydro-(-D-hexopyranos redukcí vicinálních trans-azidotosylátů lithium aluminium hydridem. Pozorovali jsme neobvyklý vznik aziridinového cyklu z prekurzorů s trans-diekvatoriálním uspořádáním reagujících skupin. Diskutována jsou NMR a IR spektra.

Permanent Link: http://hdl.handle.net/11104/0012232