Fluoroamines, synthesis

N-(2-Chloro-l,l,2-trifluoroethyl)diethylamine, which is readily prepared from chlorotrifluoroethylene (EtjNH + CFa CFCI- EtjN-CF -CHFCI), has seen more use in the conversion of steroidal alcohols into the corresponding monofluorides with the synthesis of 11 j8-fluoro-counterparts of 1 loi-hydroxy-19-nor-steroids. Furthermore, the ll)3-chloro- and -bromo-analogues have been obtained by treatment of the 1 la-hydroxy-steroids with the a-fluoroamine reagent in the presence of lithium chloride and bromide, respectively, e.g. 

For the synthesis of chiral a-fluoroamines via asymmetric fluorination of aldehydes see Reference [12]. Finally, this method was also used for the synthesis of a-fluorinated capsaicin [13] and an agonist of the GPR119 receptor [14]. 

BiomimetiCy Reducing Agent-Free Reductive Amination of Fluorocarbonyl Compounds Practical Asymmetric Synthesis of Enantiopure Fluoroamines and Amino Acids... 

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