2012
DOI: 10.1016/j.tetasy.2012.06.004
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Enhanced reactivity and enantioselectivity in catalytic glyoxylate-ene reactions using chiral bis(oxazoline)–copper complex in an ionic liquid

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Cited by 8 publications
(3 citation statements)
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“…Reactions between olefins and ethyl glyoxylate in [BMIM]SbF 6 at ambient temperature provided remarkably enhanced reactivity and stereoselectivity, which greatly exceed those of the corresponding reactions in dichloromethane. Furthermore, the metal-ligand complex was readily recycled up to eight times, while exhibiting no significant decrease in reaction efficiency (Figure 23) [61]. Very recently, the synthesis of ILs using the ene pericyclic reaction was also described.…”
Section: Il-assisted Group Transfer Reactionsmentioning
confidence: 98%
“…Reactions between olefins and ethyl glyoxylate in [BMIM]SbF 6 at ambient temperature provided remarkably enhanced reactivity and stereoselectivity, which greatly exceed those of the corresponding reactions in dichloromethane. Furthermore, the metal-ligand complex was readily recycled up to eight times, while exhibiting no significant decrease in reaction efficiency (Figure 23) [61]. Very recently, the synthesis of ILs using the ene pericyclic reaction was also described.…”
Section: Il-assisted Group Transfer Reactionsmentioning
confidence: 98%
“…Reactions performed at lower temperatures required long times to achieve just poor to moderate conversions [ 29 ]. Considering that RTILs can be efficiently applied to related carbonyl-ene metal-catalyzed processes [ 35 , 36 ], the organocatalyzed hetero-carbonyl-ene reaction of aliphatic α-keto esters was chosen as a suitable platform to explore the effect of a set of RTILs as cosolvents or additives in the catalyst performance.…”
Section: Introductionmentioning
confidence: 99%
“…In most cases, the catalytic complex remains dissolved in the IL, whereas the reaction products are removed from this phase by extraction with a suitable solvent. Some examples of application of this strategy using chiral Box-copper complexes as catalysts in Diels-Alder, 8 hetero-Diels-Alder 9 or glyoxylate-ene reactions 10 have been published by Kim and co-workers.…”
Section: Introductionmentioning
confidence: 99%