Asymmetric Benzoin Reactions with N-Heterocyclic Carbene Catalysts
نویسندگان
چکیده
منابع مشابه
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 recrystallisation.
متن کاملRecent advances in N-heterocyclic carbene (NHC)-catalysed benzoin reactions
N-Heterocyclic carbenes (NHCs) have emerged as a powerful class of organocatalysts that mediate a variety of organic transformations. The Benzoin reaction constitutes one of the earliest known carbon-carbon bond-forming reactions catalysed by NHCs. The rapid growth of NHC catalysis in general has resulted in the development of a variety of benzoin and benzoin-type reactions. An overview of such...
متن کاملTheoretical investigation on the chemoselective N-heterocyclic carbene-catalyzed cross-benzoin reactions.
A density functional theory study was performed to understand the detailed mechanisms of the cross-benzoin reactions catalyzed by N-heterocyclic carbene (NHC) species. Our theoretical study predicted that the first H-transfer operates with water in solution as a mediator, and the second H-transfer undergoes a concerted mechanism rather than a stepwise one. In addition, the chemoselectivity of t...
متن کاملCorrection: Recent advances in N-heterocyclic carbene (NHC)-catalysed benzoin reactions
[This corrects the article DOI: 10.3762/bjoc.12.47.].
متن کاملAlkyne hydroarylation with Au N-heterocyclic carbene catalysts
Mono- and dinuclear gold complexes with N-heterocyclic carbene (NHC) ligands have been employed as catalysts in the intermolecular hydroarylation of alkynes with simple unfunctionalised arenes. Both mono- and dinuclear gold(III) complexes were able to catalyze the reaction; however, the best results were obtained with the mononuclear gold(I) complex IPrAuCl. This complex, activated with one equ...
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ژورنال
عنوان ژورنال: Journal of Synthetic Organic Chemistry, Japan
سال: 2007
ISSN: 0037-9980,1883-6526
DOI: 10.5059/yukigoseikyokaishi.65.370