Fig. 2: Reactivity evaluation of halonitrooxylation.
From: Practical and regioselective halonitrooxylation of olefins to access β-halonitrates
Reaction conditions: Condition A: substrate (alkene) (0.20 mmol), 1d (0.6 equiv), TMSX (1.2 equiv), FeCl3 (0.5 mol %), CH2Cl2 (2 mL), −40 °C, 2 h; Condition B: substrate (alkene) (0.20 mmol), 1a (0.6 equiv), TMSX (1.2 equiv), CH2Cl2 (2 mL), 0 °C, 2–5 min. Yields were for isolated and purified products. Regioisomeric ratios were determined by 1H NMR spectra of the crude reaction mixtures. aSee Supplementary Figs. 1–4 for details. Ac acetyl; Ms methanesulfonyl, tBu tert-butyl, Boc tert-butyloxy carbonyl, Bn benzyl, Fmoc fluorenylmethyloxy carbonyl.
