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Statements

Subject Item
n2:RIV%2F46747885%3A24620%2F12%3A%230000084%21RIV13-MSM-24620___
rdf:type
n9:Vysledek skos:Concept
dcterms:description
Cyclodextrins (CDs) are macrocyclic compounds with cone-shaped cavity formed by a-1,4-linked D-glucopyranose units. CDs are often used as nanoreactors or organocatalysts for various reactions.1 A recent study also showed that series of b-hydroxyamides derived from chiral alkylamino alcohols could be successfully used in asymmetric borane reduction of prochiral ketones.2 In this respect we tried out if b-hydroxyamide derivatives of b-cyclodextrin will enhance the enantioselectivity of the reduction. b-Hydroxyamide derivatives of b-cyclodextrin (3a and 3b) were synthesized via 6I-amino-6I-deoxy-b-cyclodextrin 2 (Scheme 1). It is noteworthy to mention that none of the steps in the synthesis requires chromatography. Only crystallizations were used. Catalytic activity of compounds 3a and 3b in asymmetric borane reduction of prochiral ketones is currently investigated. Cyclodextrins (CDs) are macrocyclic compounds with cone-shaped cavity formed by a-1,4-linked D-glucopyranose units. CDs are often used as nanoreactors or organocatalysts for various reactions.1 A recent study also showed that series of b-hydroxyamides derived from chiral alkylamino alcohols could be successfully used in asymmetric borane reduction of prochiral ketones.2 In this respect we tried out if b-hydroxyamide derivatives of b-cyclodextrin will enhance the enantioselectivity of the reduction. b-Hydroxyamide derivatives of b-cyclodextrin (3a and 3b) were synthesized via 6I-amino-6I-deoxy-b-cyclodextrin 2 (Scheme 1). It is noteworthy to mention that none of the steps in the synthesis requires chromatography. Only crystallizations were used. Catalytic activity of compounds 3a and 3b in asymmetric borane reduction of prochiral ketones is currently investigated.
dcterms:title
B-hydroxyamide derivates of b-cyclodextrin as organocatalysts for enantioselective reduction of prochiral ketones B-hydroxyamide derivates of b-cyclodextrin as organocatalysts for enantioselective reduction of prochiral ketones
skos:prefLabel
B-hydroxyamide derivates of b-cyclodextrin as organocatalysts for enantioselective reduction of prochiral ketones B-hydroxyamide derivates of b-cyclodextrin as organocatalysts for enantioselective reduction of prochiral ketones
skos:notation
RIV/46747885:24620/12:#0000084!RIV13-MSM-24620___
n9:predkladatel
n10:orjk%3A24620
n3:aktivita
n15:P
n3:aktivity
P(ED0005/01/01), P(EE2.3.30.0024)
n3:dodaniDat
n4:2013
n3:domaciTvurceVysledku
n13:5111633 n13:9416692
n3:druhVysledku
n17:O
n3:duvernostUdaju
n18:S
n3:entitaPredkladatele
n7:predkladatel
n3:idSjednocenehoVysledku
124893
n3:idVysledku
RIV/46747885:24620/12:#0000084
n3:jazykVysledku
n8:eng
n3:klicovaSlova
Cyclodextrin, organocatalysis, borane, reduction
n3:klicoveSlovo
n5:borane n5:Cyclodextrin n5:reduction n5:organocatalysis
n3:kontrolniKodProRIV
[017EE01877DD]
n3:obor
n11:CC
n3:pocetDomacichTvurcuVysledku
2
n3:pocetTvurcuVysledku
3
n3:projekt
n16:EE2.3.30.0024 n16:ED0005%2F01%2F01
n3:rokUplatneniVysledku
n4:2012
n3:tvurceVysledku
Stibor, Ivan Řezanka, Michal
n14:organizacniJednotka
24620