About: Epoxide migration and pseudo-epoxide migration of 1,6:2,3-and 1,6:3,4-dianhydro-beta-D-hexopyranoses. Synthesis of some deoxy halo derivatives of 1,6-anhydro-beta-D-hexopyranoses     Goto   Sponge   NotDistinct   Permalink

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Description
  • Migrace a pseudomigrace epoxidů 1,6:2,3- a 1,6:3,4-dianhydro-b-D-hexopyranos vodným hydroxidem sodným resp. jodidem sodným v acetonu poskytla rovnovážné směsi. Byly připraveny různé jodované deriváty 1,6-anhydro-b-D-hexopyranosy jako potenciální meziprodukty pseudo migrace epoxidů. Sledování reakčních mechanismů těchto migrací a analýza reakčních směsí byla provedena pomocí NMR spektroskopie. Experimentální data byla porovnána s DFT výpočty. Byla diskutována rovnováha mezi židličkovou a vaničkovou konformací 1,6-anhydro-3-deoxy-3-halogen-b-D-glukopyranosy. (cs)
  • Epoxide or pseudo-epoxide migration of 1,6:2,3-dianhydro- and 1,6:3,4-dianhydro-b-D-hexopyranoses was effected by treatment with aqueous sodium hydroxide or sodium iodide in acetone to give equilibrium mixtures. Various iodo derivatives of 1,6-anhydro-b-D-hexopyranoses were prepared as potential intermediates for pseudo-epoxide migration. NMR was used for following the reaction mechanism of epoxide and pseudo-epoxide migrations and analysis of reaction mixtures. Experimental data were compared with DFT calculations. Chair-boat equilibration of 1,6-anhydro-3-deoxy-3-halo-b-D-glucopyranoses was discussed.
  • Epoxide or pseudo-epoxide migration of 1,6:2,3-dianhydro- and 1,6:3,4-dianhydro-b-D-hexopyranoses was effected by treatment with aqueous sodium hydroxide or sodium iodide in acetone to give equilibrium mixtures. Various iodo derivatives of 1,6-anhydro-b-D-hexopyranoses were prepared as potential intermediates for pseudo-epoxide migration. NMR was used for following the reaction mechanism of epoxide and pseudo-epoxide migrations and analysis of reaction mixtures. Experimental data were compared with DFT calculations. Chair-boat equilibration of 1,6-anhydro-3-deoxy-3-halo-b-D-glucopyranoses was discussed. (en)
Title
  • Epoxide migration and pseudo-epoxide migration of 1,6:2,3-and 1,6:3,4-dianhydro-beta-D-hexopyranoses. Synthesis of some deoxy halo derivatives of 1,6-anhydro-beta-D-hexopyranoses
  • Epoxide migration and pseudo-epoxide migration of 1,6:2,3-and 1,6:3,4-dianhydro-beta-D-hexopyranoses. Synthesis of some deoxy halo derivatives of 1,6-anhydro-beta-D-hexopyranoses (en)
  • Migrace a pseudomigrace epoxidů 1,6:2,3- a 1,6:3,4-dianhydro-b-D-hexopyranos. Syntéza některých deoxy halogen derivátů 1,6-anhydro-b-D-hexopyranosy (cs)
skos:prefLabel
  • Epoxide migration and pseudo-epoxide migration of 1,6:2,3-and 1,6:3,4-dianhydro-beta-D-hexopyranoses. Synthesis of some deoxy halo derivatives of 1,6-anhydro-beta-D-hexopyranoses
  • Epoxide migration and pseudo-epoxide migration of 1,6:2,3-and 1,6:3,4-dianhydro-beta-D-hexopyranoses. Synthesis of some deoxy halo derivatives of 1,6-anhydro-beta-D-hexopyranoses (en)
  • Migrace a pseudomigrace epoxidů 1,6:2,3- a 1,6:3,4-dianhydro-b-D-hexopyranos. Syntéza některých deoxy halogen derivátů 1,6-anhydro-b-D-hexopyranosy (cs)
skos:notation
  • RIV/61388963:_____/06:00047815!RIV07-AV0-61388963
http://linked.open.../vavai/riv/strany
  • 1497;1515
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • Z(AV0Z40550506)
http://linked.open...iv/cisloPeriodika
  • 10
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 474366
http://linked.open...ai/riv/idVysledku
  • RIV/61388963:_____/06:00047815
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • epoxide migration; NMR spectroscopy; carbohydrates (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • CZ - Česká republika
http://linked.open...ontrolniKodProRIV
  • [3B4EE1B8CC18]
http://linked.open...i/riv/nazevZdroje
  • Collection of Czechoslovak Chemical Communications
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 71
http://linked.open...iv/tvurceVysledku
  • Buděšínský, Miloš
  • Dračínský, Martin
  • Černý, M.
  • Džoganová, Martina
  • Trnka, T.
http://linked.open...n/vavai/riv/zamer
issn
  • 0010-0765
number of pages
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