N-heterocyclic carbene catalysed asymmetric cross-benzoin reactions of heteroaromatic aldehydes with trifluoromethyl ketones

A new triazolium salt derived N-heterocyclic carbene catalyses an asymmetric cross-benzoin-type reaction of heteroaromatic aldehydes and various trifluoromethyl ketones in good to excellent yields (69-96%) and moderate to good enantioselectivities (ee = 39-85%). Up to 99% ee can be achieved by recry...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2010-09, Vol.46 (34), p.6282-6284
Hauptverfasser:	Enders, Dieter, Grossmann, André, Fronert, Jeanne, Raabe, Gerhard
Format:	Artikel
Sprache:	eng
Schlagworte:	Aldehydes - chemical synthesis Aldehydes - chemistry Catalysis Crystallography, X-Ray Heterocyclic Compounds - chemistry Ketones - chemical synthesis Ketones - chemistry Methane - analogs & derivatives Methane - chemistry Models, Molecular Molecular Structure Stereoisomerism
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Beschreibung
Zusammenfassung:	A new triazolium salt derived N-heterocyclic carbene catalyses an asymmetric cross-benzoin-type reaction of heteroaromatic aldehydes and various trifluoromethyl ketones in good to excellent yields (69-96%) and moderate to good enantioselectivities (ee = 39-85%). Up to 99% ee can be achieved by recrystallisation.
ISSN:	1359-7345 1364-548X
DOI:	10.1039/c0cc02013c