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 reactions, or combinatorial
reactions The invention relates to two oxazolidinone chiral auxiliaries
(1) and (2): wherein R.sub.f is a perfluoroalkyl group having the general
formula (CH.sub.2).sub.x--C.sub.yF.sub.2y+1 where x=1-5 and y=4-10 and
wherein B is an unfunctionalized aryl, alkyl or arylalkyl group in a
preferred embodiment, x=2 and y=6 and B is derived from unfunctionalized
amino acids The amino acids may be from either the D- or L-series, and
are preferably enantiomerically pure or in very high enantiomeric excess
in either configuration.
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