Table 2. Oxidative halogenation of N-methyl sulfamate derivatives.

^aIsolated product yield unless otherwise indicated.

^bReaction performed with 0.1 mol% Rh₂(oct)₄.

^cYield estimated by ¹H NMR integration using an internal standard.

^dProduct isolated as a 1 : 1 mixture of diastereomers.

^eProduct isolated as a mixture of diastereomers, ratio undetermined.

^fProduct yield estimated by ¹H NMR integration using an internal standard. Chromatography on SiO₂ facilitates bromide elimination, see Fig. S1 for details.

^gProduct isolated as a racemic mixture, see Fig. S2 for details.

^hYield of corresponding chloride product obtained from a reaction performed without NaBr.