Hexane → HCID 131734807, compound

Participants

Reaction Steps

To a solution of (S)-((3-(methylsulfinyl)propoxy)methyl)benzene (0.5 g, 2.36 mmol, 1 eq.) was dissolved in DCM (1.5 L) followed by addition of NsNH2 (0.71 g, 3.53 mmol, 1.5 eq.) and PhIO (0.77 g, 03.53 mol, 1.5 eq.). The reaction mixture was stirred at room temperature for 10 min followed by addition of Rh2(OAc)4 (30 mg, 0.07 mmol, 0.03 eq.), stirred for 1.5 hours, and filtered. The filtered cake was slurried with DCM (30 mL). The combined DCM was concentrated to give an oil product that was reslurried with hexane to give the crude title compound (0.26 g) that was recrystallized from MeOH/DCM to furnish the title compound (0.141 g, 15%, 97.78% ee).

Provenance & Evidence