Categories: Synthesis of N-Heterocycles, Synthesis of O-Heterocycles >
Synthesis of oxaziridines
Recent Literature
An efficient and highly enantioselective Payne-type oxidation of N-sulfonyl
imines exhibits broad substrate generality and unique chemoselectivity based on
the combined use of hydrogen peroxide and trichloroacetonitrile under the
catalysis of P-spiro chiral triaminoiminophosphorane.
D. Uraguchi, R. Tsutsumi, T. Ooi, J. Am. Chem. Soc., 2013,
135, 8161-8164.
The asymmetric Payne oxidation of N-sulfonyl aldimines catalyzed by a
P-spiro chiral triaminoiminophosphorane enables a practical synthesis of
optically active N-sulfonyl oxaziridines with high efficiency and an
excellent level of enantioselectivity. The versatility of this method was
demonstrated by the diastereoselective kinetic oxidation of racemic α-chiral
N-sulfonyl imines.
R. Tsutsumi, S. Kim, D. Uraguchi, T. Ooi, Synthesis, 2014, 46,
871-878.