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.
An overview on the N-heterocyclic carbene-catalyzed Aza-Benzoin condensation reaction / D.C. Albanese, N. Gaggero. - In: CATALYSTS. - ISSN 2073-4344. - 8:5(2018 May). [10.3390/catal8050181]
An overview on the N-heterocyclic carbene-catalyzed Aza-Benzoin condensation reaction
D.C. Albanese;N. Gaggero
2018
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 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.File | Dimensione | Formato | |
---|---|---|---|
catalysts-290283-1.pdf
accesso aperto
Descrizione: articolo principale
Tipologia:
Pre-print (manoscritto inviato all'editore)
Dimensione
542.12 kB
Formato
Adobe PDF
|
542.12 kB | Adobe PDF | Visualizza/Apri |
Catalysts-OverviewNHeterocyclic_2018.pdf
accesso aperto
Tipologia:
Publisher's version/PDF
Dimensione
2.38 MB
Formato
Adobe PDF
|
2.38 MB | Adobe PDF | Visualizza/Apri |
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.