STUDY ON OXAZIRIDINE WITH REFERENCE TO PROPERTIES
USHA YADAV
Research Scholar, Monad University, Pilakhwa (U.P)
DR. RAJESH KUMAR
HOD, Haryana College of Engineering & Technology, Kaithal
9-16
Vol: 3, Issue: 3, 2013
Receiving Date:
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Abstract
Oxaziridine are an important synthetic motif present in many natural products. α-hydroxyketones have
been synthesized in many ways, including reduction of α-diketones, substitution of a hydroxyl
for a leaving group and direct oxidation of an enolate. Oxodiperoxymolybdenum (pyridine)-
(hexamethylphosphoric triamide) (MoOPH) and N-sulfonyloxaziridines are the most common
electrophilic sources of oxygen implemented in this process. One advantage of using Nsulfonyloxaziridines is that higher chiral induction is almost invariably observed relative to MoOPH
and other oxidants. High yield (77-91%) and dr (95:5 - 99:1) are reported for α-hydroxylation with
the Evans' chiral auxiliary with N-sulfonyloxaziridine as the electrophile. Chiral induction has been
demonstrated with many other chiral ketones and ketones with chiral auxiliaries, including SAMP and
RAMP.
Keywords:
reduction, hydroxyl, electrophilic sources, chiral auxiliaries, chiral ketones and ketones
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