Primary amides. A general nitrogen source for catalytic asymmetric aminohydroxylation of olefins

[GRAPHICS] N-Bromo, N-lithio salts of primary carboxamides have been shown to be effic ient nitrogen sources for catalytic asymmetric aminohydroxylation of olefin s, behaving much like the parent N-bromoacetamide in these reactions, alpha -Chloro-N-bromoacetamide is a particularly interesting nitrogen source, as it is functionalized for further reaction, including easy deprotection by t reatment with thiourea.