(2S)-2-butyloxirane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 50 mL-volumetric autoclave were added deaerated ethanol (10 mL) and ethyl acetate (10 mL), and thereto were added 4-aminopyridine (47 mg, 0.5 mmol) and (S)-1,2-epoxyhexane (2.0 g, 20 mmol, >99% ee). Then to the mixture was added crystalline dicobaltoctacarbonyl complex (171 mg, 0.5 mmol). After covering the autoclave with a cap, carbon monoxide (1 MPa) and hydrogen gas (1 MPa) were introduced therein and the mixture was reacted at 35° C. for 28 hours. After cooling to room temperature, the solvent was removed in vacuo. The residue was subjected to Kugelrohr distillation to give (S)-3-hydroxyheptanoic acid ethyl ester (2.92 g, 85%, >99% ee) as a colorless oil. were introduced the mixture was reacted at 35° C. for 28 hours the solvent was removed in vacuo The residue was subjected to Kugelrohr distillation

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 50 mL-volumetric autoclave were added deaerated ethanol (10 mL) and ethyl acetate (10 mL), and thereto were added 4-aminopyridine (47 mg, 0.5 mmol) and (S)-1,2-epoxyhexane (2.0 g, 20 mmol, >99% ee). Then to the mixture was added crystalline dicobaltoctacarbonyl complex (171 mg, 0.5 mmol). After covering the autoclave with a cap, carbon monoxide (1 MPa) and hydrogen gas (1 MPa) were introduced therein and the mixture was reacted at 35° C. for 28 hours. After cooling to room temperature, the solvent was removed in vacuo. The residue was subjected to Kugelrohr distillation to give (S)-3-hydroxyheptanoic acid ethyl ester (2.92 g, 85%, >99% ee) as a colorless oil. were introduced the mixture was reacted at 35° C. for 28 hours the solvent was removed in vacuo The residue was subjected to Kugelrohr distillation