About: Organocatalysis with azahelicenes: the first use of helically chiral pyridine-based catalysts in the asymmetric acyl transfer reaction

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About: Organocatalysis with azahelicenes: the first use of helically chiral pyridine-based catalysts in the asymmetric acyl transfer reaction Goto Sponge NotDistinct Permalink

An Entity of Type : http://linked.opendata.cz/ontology/domain/vavai/Vysledek, within Data Space : linked.opendata.cz associated with source document(s)

Attributes	Values
rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
rdfs:seeAlso	http://dx.doi.org/10.1135/cccc2009067
Description	The successful utilisation of a helicene-based organocatalyst in acylative kinetic resolution of racemic secondary alcohol was described. Employing rac-1-phenylethanol, optically pure (-)-(M)-2-aza[6]helicene (5-20 mole %), isobutyric anhydride and N-ethyldiisopropylamine in chloroform at 22-40 oC, an asymmetric acyl transfer reaction took place overwhelming the uncatalysed background process. Moderate reactivity as well as selectivity factor (s = 9, 10) were observed. An effective control of the enantiodiscriminating step in acylative kinetic resolution by the helically chiral organocatalyst was proven for the first time. The successful utilisation of a helicene-based organocatalyst in acylative kinetic resolution of racemic secondary alcohol was described. Employing rac-1-phenylethanol, optically pure (-)-(M)-2-aza[6]helicene (5-20 mole %), isobutyric anhydride and N-ethyldiisopropylamine in chloroform at 22-40 oC, an asymmetric acyl transfer reaction took place overwhelming the uncatalysed background process. Moderate reactivity as well as selectivity factor (s = 9, 10) were observed. An effective control of the enantiodiscriminating step in acylative kinetic resolution by the helically chiral organocatalyst was proven for the first time. (en)
Title	Organocatalysis with azahelicenes: the first use of helically chiral pyridine-based catalysts in the asymmetric acyl transfer reaction Organocatalysis with azahelicenes: the first use of helically chiral pyridine-based catalysts in the asymmetric acyl transfer reaction (en)
skos:prefLabel	Organocatalysis with azahelicenes: the first use of helically chiral pyridine-based catalysts in the asymmetric acyl transfer reaction Organocatalysis with azahelicenes: the first use of helically chiral pyridine-based catalysts in the asymmetric acyl transfer reaction (en)
skos:notation	RIV/00216208:11310/09:10114732!RIV12-MSM-11310___
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(GA203/07/1664), P(GA203/09/1766), P(IAA400550916), P(LC512), Z(AV0Z40550506), Z(MSM0021620857)
http://linked.open...iv/cisloPeriodika	7-8
http://linked.open...vai/riv/dodaniDat	2012
http://linked.open...aciTvurceVysledku	Starý, Ivo
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	Univerzita Karlova v Praze / Přírodovědecká fakulta
http://linked.open...dnocenehoVysledku	332130
http://linked.open...ai/riv/idVysledku	RIV/00216208:11310/09:10114732
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	acyl transfer; asymmetric catalysis; organocatalysis; azahelicenes (en)
http://linked.open.../riv/klicoveSlovo	acyl transfer asymmetric catalysis organocatalysis azahelicenes
http://linked.open...odStatuVydavatele	CZ - Česká republika
http://linked.open...ontrolniKodProRIV	[4BF28D00BB3E]
http://linked.open...i/riv/nazevZdroje	Collection of Czechoslovak Chemical Communications
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	4 (xsd:int)
http://linked.open...vavai/riv/projekt	Azahelicenes: Their Synthesis, Properties and Use Exploring Helically Chiral Ligands in Enantioselective Transition Metal Catalysis Center for biomolecules and complex molecular systems Synthesis of nonracemic helical aromatics employing transition metal catalysis
http://linked.open...UplatneniVysledku	2009
http://linked.open...v/svazekPeriodika	74
http://linked.open...iv/tvurceVysledku	Starý, Ivo Šámal, Michal Stará, Irena Míšek, Jiří
http://linked.open...ain/vavai/riv/wos	000269891900010
http://linked.open...n/vavai/riv/zamer	Regulace biologických procesů: Chemické modulátory vybraných systémů významných pro medicínu a zemědělství Nové molekulární systémy pro pokročilé aplikace prospěšné pro zdraví a šetrné k životnímu prostředí
issn	0010-0765
number of pages	9 (xsd:int)
http://bibframe.org/vocab/doi	10.1135/cccc2009067
http://localhost/t...ganizacniJednotka	11310

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