FLUOROUS OXAZOLIDINONE CHIRAL AUXILIARY COMPOUNDS AND METHODS OF MANUFACTURE

摘要

The present invention relates generally to perfluoroalkyl chiral auxiliary compounds and methods of manufacture. These compounds have the functionality to effectively support the synthesis of chiral compounds in single reactions, high-throughput parallel recations, or combinatorial reactions The invention relates to two oxazolidmone chiral auxiliaries (1) and (2): wherein Rf is a perfluoroalkyl group having the general formula (CH<SUB>2</SUB>)<SUB>x</SUB>-C<SUB>y</SUB>F<SUB>2y+1</SUB> where x = 1-5 and y = 4-10 and wherein B is an unfunctionalized aryl, alkyl or arylalkyl group Pn a preferred embodiment, x = 2 and y = 6 and B is derived from unfunctionalized ammo acids The ammo acids may be from either the D- or L- series, and are preferably enantiomepcally pure or in very high enantiomeric excess in either configuration.