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Statements

Subject Item
n2:RIV%2F00216208%3A11310%2F13%3A10159271%21RIV14-MSM-11310___
rdf:type
skos:Concept n12:Vysledek
rdfs:seeAlso
http://dx.doi.org/10.1021/jo301656p
dcterms: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.
dcterms:title
Complete Sets of Monosubstituted gamma-Cyclodextrins as Precursors for Further Synthesis Complete Sets of Monosubstituted gamma-Cyclodextrins as Precursors for Further Synthesis
skos:prefLabel
Complete Sets of Monosubstituted gamma-Cyclodextrins as Precursors for Further Synthesis Complete Sets of Monosubstituted gamma-Cyclodextrins as Precursors for Further Synthesis
skos:notation
RIV/00216208:11310/13:10159271!RIV14-MSM-11310___
n12:predkladatel
n19:orjk%3A11310
n3:aktivita
n13:Z
n3:aktivity
Z(MSM0021620857)
n3:cisloPeriodika
2
n3:dodaniDat
n17:2014
n3:domaciTvurceVysledku
n5:5732468 n5:5111633 n5:3599000 n5:1786091
n3:druhVysledku
n21:J
n3:duvernostUdaju
n9:S
n3:entitaPredkladatele
n16:predkladatel
n3:idSjednocenehoVysledku
66434
n3:idVysledku
RIV/00216208:11310/13:10159271
n3:jazykVysledku
n15:eng
n3:klicovaSlova
bromide; catalysis; alpha; derivatives; cross-metathesis; beta-cyclodextrin
n3:klicoveSlovo
n8:beta-cyclodextrin n8:catalysis n8:cross-metathesis n8:bromide n8:alpha n8:derivatives
n3:kodStatuVydavatele
CH - Švýcarská konfederace
n3:kontrolniKodProRIV
[E3B9FFC49B9D]
n3:nazevZdroje
Journal of Organic Chemistry
n3:obor
n4:CC
n3:pocetDomacichTvurcuVysledku
4
n3:pocetTvurcuVysledku
4
n3:rokUplatneniVysledku
n17:2013
n3:svazekPeriodika
78
n3:tvurceVysledku
Bláhová, Markéta Bednářová, Eva Jindřich, Jindřich Řezanka, Michal
n3:wos
000314008700047
n3:zamer
n6:MSM0021620857
s:issn
0022-3263
s:numberOfPages
5
n18:doi
10.1021/jo301656p
n20:organizacniJednotka
11310