120425-23-2Relevant academic research and scientific papers
Highly chemoselective intermolecular cross-benzoin reactions using an: Ad hoc designed novel N-heterocyclic carbene catalyst
Delany, Eoghan G.,Connon, Stephen J.
, p. 780 - 786 (2018)
The design of a novel N-heterocyclic carbene catalyst incorporating a bulky yet highly electron-deficient N-aryl substituent has allowed the development of an efficient protocol for the first highly chemoselective intermolecular benzoin condensations between two non-identical aromatic aldehydes.
Enantioselective monoreduction of different 1,2-diaryl-1,2-diketones catalysed by lyophilised whole cells from Pichia glucozyma
Hoyos, Pilar,Sansottera, Giacomo,Fernández, María,Molinari, Francesco,Sinisterra, José Vicente,Alcántara, Andrés R.
, p. 7929 - 7936 (2008/12/21)
In this work we have studied the monoreduction of different 1,2-diaryl-ethanediones (benzils, 1) with lyophilised whole cells from Pichia glucozyma CBS 5766, using the diphenyl compound (benzil, 1a) as model substrate, and extended the enantioselective reduction to structurally different symmetric benzils for producing enantiomerically pure or enriched benzoins (α-hydroxyketones 2) in high yields and very short reaction times. In order to study the regio- and stereoselectivity of this biocatalyst, we examined the reduction of diaryldiketones formed from different aryl moieties, to obtain symmetric and asymmetric crossed-benzoins. This methodology is conducted under very mild reaction conditions (aqueous media with small amounts of DMSO for solubilising the substrates, T=28 °C), therefore constituting a green alternative compared to other reported procedures for obtaining homochiral benzoins.
