97073-15-9Relevant articles and documents
The Rabe amination after a century: Direct addition of N-heterocycles to carbonyl compounds
Scarpino Schietroma, Daniele M.,Monaco, Mattia R.,Bucalossi, Valerio,Walter, Philipp E.,Gentili, Patrizia,Bella, Marco
supporting information; experimental part, p. 4692 - 4695 (2012/08/08)
A catalytic version of the Rabe electrophilic amination is presented. This kind of reaction was originally employed in 1918 in a key step for the conversion of quinotoxine to quinine. Ketones and α-substituted aldehydes give the corresponding α-aminated carbonyl compounds in moderate yield. α,α-Unsubstituted aldehydes give rise to amino ketones via a novel rearrangement.
Pyrolysis/GC/MS Analysis of 1--1-deoxy-D-fructose (Proline Amadori Compound)
Huyghues-Despointes, Alexis,Yaylayan, Varoujan A.,Keyhani, Anahita
, p. 2519 - 2524 (2007/10/02)
Pyrolysis/GC/MS was applied to the study of primary and secondary pyrolysis products of 1--1-deoxy-D-fructose (proline Amadori compound). The Amadori product was pyrolyzed on a ribbon probe at 150, 200, 250, 300, and 350 deg C for 10 s. The main products formed under these conditions were 1-(1'-pyrrolidinyl)-2-propanone, 2-hydroxy-1-(1/-pyrrolidinyl)-1-buten-3-one, and 2,3-dihydro-3,5-dihydroxy-6-methyl-4(H)-pyran-4-one in addition to acetic acid and pyrrolidine. The produce secondary pyrolysis products, the Amadori compound was pyrolyzed at 250 deg C in a quartz tube for 20 s; 14 secondary pyrolysis products were identified. The majority of the products were also reported to be formed during autoclaving of proline/monosaccharide mixtures at 150 deg C for 1.5 h in water. In addition, the pyrolysis of D-glucose/proline and the proline Amadori compound was compared. Keywords: Pyrolysis; proline; Amadori compound; decomposition; mechanism; Maillard reaction
