Oxaziridine synthetic utility

With a modification of this procedure, using an oxaziridine, Armstrong was able to demonstrate the synthetic utility of this method by introducing a chiral amine to afford enantiomerically enriched products, and greater than 98% ee was obtained for (7), which is a terminal epoxide, typically very testing substrates for asymmetric epoxidation (Scheme 5.10) [17], A loss of selectivity was, however, observed when the chain length between the aldehyde and the alkene exceeded three atoms. 

Davis oxaziridine reagents such as 1 have exhibited ample synthetic utility as oxidizing agents for the hydroxylation of enolates to provide a-hydroxy carbonyl compounds, such as 2 with superb yield. When the oxaziridine is chiral and nonracemic, the hydroxylation has been shown to proceed with high stereoselectivity.1... 

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