N-(Trifluoroacetyl)-. alpha.-amino acid chlorides as chiral reagents for Friedel-Crafts synthesis

JE Nordlander, FG Njoroge, MJ Payne…

Index: Nordlander, J. Eric; Njoroge, F. George; Payne, Mark J.; Warman, Dhiraj Journal of Organic Chemistry, 1985 , vol. 50, # 19 p. 3481 - 3484

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Citation Number: 36

Abstract

Chiral N-(trifluoroacety1)-a-amino acid chlorides undergo Friedel-Crafts reaction with benzene and 1, 2-dimethoxybenzene under mild conditions commonly with complete (> 99%) preservation of configurational identity. The resultant (trifluoroacety1) amino ketones may be deoxygenated with Et, SiH or H2/Pd-C in acidic media to the corresponding N- (trifluoroacety1)-P-arylalkylamines likewise without loss of configurational purity.