Fig. 3. Substrate scope of naphthyl-isothiazole S-oxides and synthetic transformations.

a Substrate scope of naphthyl-isothiazole S-oxides. Reaction conditions: (±)−1 (0.3 mmol), F (10 mol%) in DCM (12.0 mL) at −78 °C for 10 min, then NBP (0.165 mmol) were added; Enantiomeric excess (ee) were determined by HPLC; Diastereomeric ratio (d.r.) was determined by HPLC; Isolated yield; Conversion ratio was calculated by the methods of Fiaud: conv. = ee₁/(ee₁ + ee₂). Selectivity values were calculated by the methods of Fiaud: S = ln[(1 – conv.)(1 – ee₁)]/ln[(1 – conv.)(1 + ee₁)], unless otherwise specified. ^aF (20 mol%). b Gram-scale reaction and synthetic transformations (NIS: N-Iodosuccinimide). ^tBu tert-Butyl, ⁱPr isopropyl.