2-Chloroacetophenone → 2-Chloro-1-phenylethanol, (+)-

Participants

Reaction Steps

2-Chloroacetophenone (154.0 mg, 1.0 mmol) and a formic acid/triethylamine azeotropic mixture (0.2 ml) were added to a solution of chloro(pentamethylcyclopentadienyl)rhodium (III) (1R,2R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine (0.67 mg, 0.001 mmol, s/c=1000) in ethyl acetate (1.0 ml), followed by stirring at room temperature for 2 hours. After completion of the reaction, purification by silica gel column chromatography furnished a desired compound, (S)-(+)-2-chloro-1-phenylethanol (145.1 mg; yield: 93.0%; optical purity: 96.6% ee).

Provenance & Evidence