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Wunder, Swetlana; Deutsch, Amrei; Deutsch, Carl; Hoffmann-Röder, Anja (2016): One-Pot Synthesis of Functionalized beta-Fluoroalkylated Mannich-Type Products from N-Aryl N, O-Acetals. In: Synthesis-Stuttgart, Vol. 48, No. 8: pp. 1167-1176
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A variety of functionalized beta-amino-beta-fluoroalkyl carbonyl compounds are accessible via a novel one-pot Mannich-type reaction of CF2- and CF3-containing N-aryl N, O-acetals with lithium enolates of ketones, esters, and nitriles. The resulting beta-fluoroalkylated beta-aminocarbonyl compounds are promising peptide surrogates to be used in drug development and for biological applications.