About: Camphor-annelated imidazolines with various N1 and C2 pendants as tunable ligands for nitroaldol reactions

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About: Camphor-annelated imidazolines with various N1 and C2 pendants as tunable ligands for nitroaldol reactions Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Starting from (1R,2S,3R)-camphordiamine and (hetero)aromatic imidates and orthoformate, nine new camphor-annelated NH-imidazolines were synthesized. Subsequent N-modification was carried out via methylation, acylation, benzoylation, and sulfonylation. Two regioisomers were usually isolated with the ratios reflecting the structure of the starting NH-imidazoline and the electrophile used. All of the successfully prepared N1- and C2-substituted camphor-annelated imidazolines were applied to the asymmetric version of a Cu(II)-catalyzed Henry reaction. The electronic effects of both N1- and C2-pendants on the chemical and asymmetric outcomes of the nitroaldol reaction have been studied and discussed. Starting from (1R,2S,3R)-camphordiamine and (hetero)aromatic imidates and orthoformate, nine new camphor-annelated NH-imidazolines were synthesized. Subsequent N-modification was carried out via methylation, acylation, benzoylation, and sulfonylation. Two regioisomers were usually isolated with the ratios reflecting the structure of the starting NH-imidazoline and the electrophile used. All of the successfully prepared N1- and C2-substituted camphor-annelated imidazolines were applied to the asymmetric version of a Cu(II)-catalyzed Henry reaction. The electronic effects of both N1- and C2-pendants on the chemical and asymmetric outcomes of the nitroaldol reaction have been studied and discussed. (en)
Title	Camphor-annelated imidazolines with various N1 and C2 pendants as tunable ligands for nitroaldol reactions Camphor-annelated imidazolines with various N1 and C2 pendants as tunable ligands for nitroaldol reactions (en)
skos:prefLabel	Camphor-annelated imidazolines with various N1 and C2 pendants as tunable ligands for nitroaldol reactions Camphor-annelated imidazolines with various N1 and C2 pendants as tunable ligands for nitroaldol reactions (en)
skos:notation	RIV/00216275:25310/12:39894593!RIV13-MSM-25310___
http://linked.open...avai/predkladatel	Fakulta chemicko-technologická
http://linked.open...avai/riv/aktivita	S
http://linked.open...avai/riv/aktivity	S
http://linked.open...iv/cisloPeriodika	13
http://linked.open...vai/riv/dodaniDat	2013
http://linked.open...aciTvurceVysledku	Bureš, Filip Kulhánek, Jiří Růžička, Aleš Tydlitát, Jiří
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 Pardubice / Fakulta chemicko-technologická
http://linked.open...dnocenehoVysledku	125872
http://linked.open...ai/riv/idVysledku	RIV/00216275:25310/12:39894593
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	ligand tuning; Henry reaction; copper ion; ligand; imidazoline (en)
http://linked.open.../riv/klicoveSlovo	Henry reaction copper ion imidazoline ligand tuning ligand
http://linked.open...odStatuVydavatele	NL - Nizozemsko
http://linked.open...ontrolniKodProRIV	[92BDD5882247]
http://linked.open...i/riv/nazevZdroje	Tetrahedron Asymmetry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	4 (xsd:int)
http://linked.open...cetTvurcuVysledku	5 (xsd:int)
http://linked.open...UplatneniVysledku	2012
http://linked.open...v/svazekPeriodika	23
http://linked.open...iv/tvurceVysledku	Bureš, Filip Kulhánek, Jiří Růžička, Aleš Mloston, Grzegorz Tydlitát, Jiří
http://linked.open...ain/vavai/riv/wos	000308054200013
issn	0957-4166
number of pages	10 (xsd:int)
http://bibframe.org/vocab/doi	10.1016/j.tetasy.2012.06.016
http://localhost/t...ganizacniJednotka	25310
is http://linked.open...avai/riv/vysledek of	Camphor-annelated imidazolines with various N1 and C2 pendants as tunable ligands for nitroaldol reactions

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