About: Complete Sets of Monosubstituted gamma-Cyclodextrins as Precursors for Further Synthesis     Goto   Sponge   NotDistinct   Permalink

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Description
  • Regioselective alkylation of gamma-cyclodextrin with allyl or propargyl bromide, using optimized reaction conditions, followed by peracetylation of the remaining hydroxyl groups and separation of isomers resulted in the set of peracetylated 2(I)-O-, 3(I)-O- and 6(I)-O-alkylated cyclodextrins in up to 19% yields. Ozonolysis or oxidative cleavage of peracetylated allyl derivatives resulted in a complete set of peracetylated 2(I)-O, 3(I)-O-, and 6(I)-O-formylmethyl or -carboxymethyl derivatives. All of these derivatives are useful precursors for further preparation of regioselectively monosubstituted derivatives of gamma-cyclodextrin.
  • Regioselective alkylation of gamma-cyclodextrin with allyl or propargyl bromide, using optimized reaction conditions, followed by peracetylation of the remaining hydroxyl groups and separation of isomers resulted in the set of peracetylated 2(I)-O-, 3(I)-O- and 6(I)-O-alkylated cyclodextrins in up to 19% yields. Ozonolysis or oxidative cleavage of peracetylated allyl derivatives resulted in a complete set of peracetylated 2(I)-O, 3(I)-O-, and 6(I)-O-formylmethyl or -carboxymethyl derivatives. All of these derivatives are useful precursors for further preparation of regioselectively monosubstituted derivatives of gamma-cyclodextrin. (en)
Title
  • Complete Sets of Monosubstituted gamma-Cyclodextrins as Precursors for Further Synthesis
  • Complete Sets of Monosubstituted gamma-Cyclodextrins as Precursors for Further Synthesis (en)
skos:prefLabel
  • Complete Sets of Monosubstituted gamma-Cyclodextrins as Precursors for Further Synthesis
  • Complete Sets of Monosubstituted gamma-Cyclodextrins as Precursors for Further Synthesis (en)
skos:notation
  • RIV/00216208:11310/13:10159271!RIV14-MSM-11310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • Z(MSM0021620857)
http://linked.open...iv/cisloPeriodika
  • 2
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
  • 66434
http://linked.open...ai/riv/idVysledku
  • RIV/00216208:11310/13:10159271
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • bromide; catalysis; alpha; derivatives; cross-metathesis; beta-cyclodextrin (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • CH - Švýcarská konfederace
http://linked.open...ontrolniKodProRIV
  • [E3B9FFC49B9D]
http://linked.open...i/riv/nazevZdroje
  • Journal of Organic Chemistry
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 78
http://linked.open...iv/tvurceVysledku
  • Jindřich, Jindřich
  • Řezanka, Michal
  • Bednářová, Eva
  • Bláhová, Markéta
http://linked.open...ain/vavai/riv/wos
  • 000314008700047
http://linked.open...n/vavai/riv/zamer
issn
  • 0022-3263
number of pages
http://bibframe.org/vocab/doi
  • 10.1021/jo301656p
http://localhost/t...ganizacniJednotka
  • 11310
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