About: Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations

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About: Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Four structurally different alloxazine–cyclodextrin conjugates were prepared and tested as catalysts for the enantioselective oxidation of prochiral sulfides to sulfoxides by hydrogen peroxide in aqueous solutions. Alpha-cyclodextrin conjugate having alloxazinium unit attached via a short linker proved to be a suitable catalyst for oxidations of n-alkyl methyl sulfides, displaying conversions up to 98% and enantioselectivities up to 77% ee. Beta-cyclodextrin conjugates were optimal catalysts for the oxidation of sulfides carrying bulkier substituents; e.g. tert-butyl methyl sulfide was oxidized with quantitative conversion and 91% ee. Low loadings (0.3–5 mol%) of the catalysts were used. Four structurally different alloxazine–cyclodextrin conjugates were prepared and tested as catalysts for the enantioselective oxidation of prochiral sulfides to sulfoxides by hydrogen peroxide in aqueous solutions. Alpha-cyclodextrin conjugate having alloxazinium unit attached via a short linker proved to be a suitable catalyst for oxidations of n-alkyl methyl sulfides, displaying conversions up to 98% and enantioselectivities up to 77% ee. Beta-cyclodextrin conjugates were optimal catalysts for the oxidation of sulfides carrying bulkier substituents; e.g. tert-butyl methyl sulfide was oxidized with quantitative conversion and 91% ee. Low loadings (0.3–5 mol%) of the catalysts were used. (en)
Title	Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations (en)
skos:prefLabel	Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations (en)
skos:notation	RIV/61388963:_____/11:00367200!RIV12-AV0-61388963
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(GA203/07/1246), P(GA203/09/1919), Z(AV0Z40550506)
http://linked.open...iv/cisloPeriodika	21
http://linked.open...vai/riv/dodaniDat	2012
http://linked.open...aciTvurceVysledku	Kraus, Tomáš Buděšínský, Miloš
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Ústav organické chemie a biochemie AV ČR, v. v. i.
http://linked.open...dnocenehoVysledku	185239
http://linked.open...ai/riv/idVysledku	RIV/61388963:_____/11:00367200
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	cyclodextrins; alloxazines; sulfoxidations (en)
http://linked.open.../riv/klicoveSlovo	alloxazines cyclodextrins sulfoxidations
http://linked.open...odStatuVydavatele	GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV	[F65722A0B0FD]
http://linked.open...i/riv/nazevZdroje	Organic & Biomolecular Chemistry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	2 (xsd:int)
http://linked.open...cetTvurcuVysledku	4 (xsd:int)
http://linked.open...vavai/riv/projekt	Chiral flavinium salts as organocatalysts for enantioselective sulfoxidations and N-oxidations Development of methods for configuration determination at chiral sulfur, nitrogen or phosphorus atom using NMR spectroscopy and ab initio calculations
http://linked.open...UplatneniVysledku	2011
http://linked.open...v/svazekPeriodika	9
http://linked.open...iv/tvurceVysledku	Buděšínský, Miloš Cibulka, R. Kraus, Tomáš Mojr, V.
http://linked.open...ain/vavai/riv/wos	000295890100011
http://linked.open...n/vavai/riv/zamer	Regulace biologických procesů: Chemické modulátory vybraných systémů významných pro medicínu a zemědělství
issn	1477-0520
number of pages	9 (xsd:int)
http://bibframe.org/vocab/doi	10.1039/c1ob05934c

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