N-(Trifluoroacetyl)-α-amino Acid Chlorides as Chiral Reagents for Friedel-Crafts Synthesis

Article abstract of DOI:10.1021/jo00219a012

Chiral N-(trifluoroacetyl)-α-amino acid chlorides unergo Friedel-Crafts reaction with benzene and 1,2-dimethoxybenzene under mild conditions commonly with complete (>99percent) preservation of configurational identity.The resultant (trifluoroacetyl)amino ketones may be deoxygenated with Et3SiH or H2/Pd-C in acidic media to the corresponding N-(trifluoroacetyl)-β-arylalkylamines likewise without loss of configurational purity.