One-Pot Synthesis of Functionalized β-Fluoroalkylated Mannich- Type Products from N-Aryl N,O-Acetals

Synthesis 2016; 48(08): 1167-1176, DOI: 10.1055/s-0035-1561324
Synthesis, online article

A variety of functionalized β-amino-β-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 β-fluoroalkylated β-aminocarbonyl compounds are promising peptide surrogates to be used in drug development and for biological applications.

TU München
Helmholtz München
MPI of Neurobiology
MPI of Biochemistry