A Novel Route to Dipeptides via Noncondensation of Amino Acids:  2-Aminoperfluoropropene as a Synthon for Trifluoroalanine Dipeptides

Abstract

2-Aminoperfluoropropene has been prepared by the Mg-promoted defluorinative N-silylation of N-p-methoxyphenyl hexafluoroacetone imine and has been employed as a synthon of trifluoroalanine for the preparation of trifluoroalanine dipeptides.

Single-step grafting of aminooxy-peptides to hyaluronan: A simple approach to multifunctional therapeutics for experimental autoimmune encephalomyelitis

“…[11, 21] Further problems emerge when conjugating multiple different peptides since small differences in reactivity may yield unpredictable molar ratios. [22] Such issues hinder the exploration of multivalent or multifunctional polymers or colloids with defined ligand densities and ratios.…”

Aza‐Henry Reaction with CF3‐Ketimines: An Efficient Approach to Trifluoromethylated β‐Nitroamines, 1,2‐Diamines, α‐­Aminooximes, and Imidazolidinones

“…Ketimines derived from hexafluoroacetone,10 trifluoroacetone,11 and trfluoroacetophenones12 were synthesized according to published methods, and were used as starting materials for the reaction with nitromethane. We began our investigation by searching for an appropriate catalyst and solvent for the reaction of hexafluoroacetone imines with nitromethane.…”

Palladium-catalyzed allylation of trifluoromethylated ketene aminoacetals

“…d: 165.5, 161.3, 131.3, 123.6 (q, J CF = 282.8 Hz), 119. 8,68.3,58.3 (q,J CF = 25.8 Hz),54.4,53.2,35.9 (1, J CF = 1.5 Hz); EI-MS m/z: 251 (M + , 5.16), 192 (100), 45 (61), 59 (21), 69 (20), 41 (19), 82 (16) …”

“…To convert one trifluoromethyl group to another group, selective defluorination was carried out. In this paper, new CF 3 -containing nucleophilic building blocks are developed by using selective defluorination protocol [19][20][21]. By transforming one CF 3 group of 1, we obtained a group of trifluoromethylated ketene aminoacetals, which can act as nucleophile in Pd-catalyzed allylation, thus providing products with a trifluoromethylated quaternary carbon center.…”