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Keywords = bis(amino)-cyclopropenylidene (BAC)

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20 pages, 13723 KiB  
Review
An Overview on the N-Heterocyclic Carbene-Catalyzed Aza-Benzoin Condensation Reaction
by Domenico C. M. Albanese and Nicoletta Gaggero
Catalysts 2018, 8(5), 181; https://doi.org/10.3390/catal8050181 - 28 Apr 2018
Cited by 20 | Viewed by 9959
Abstract
The N-heterocyclic carbene(NHCs)-catalyzed aza-benzoin condensation reaction is an efficient, single step strategy which employs easily available substrates, such as aldehydes and imines, to provide α-amino ketones. The multifunctionality and high reactivity of α-amino ketones makes these structures attractive for medicinal chemistry and [...] Read more.
The N-heterocyclic carbene(NHCs)-catalyzed aza-benzoin condensation reaction is an efficient, single step strategy which employs easily available substrates, such as aldehydes and imines, to provide α-amino ketones. The multifunctionality and high reactivity of α-amino ketones makes these structures attractive for medicinal chemistry and as precursors of a variety of amine derivatives. The different electrophilic characteristics of aldehydes and imines ensure a high regioselective reaction. Enantiomerically-enriched α-amino ketones have been synthesized through stereoselective couplings promoted by chiral N-heterocyclic carbenes. One-pot domino procedures, including an aza-benzoin step, allow valuable complex molecules to be accessed. Full article
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