Methanol → HCID 70160165, compound

Participants

Reaction Steps

To a stirred solution of (S)-2-methyl-CBS-oxazaborolidine (6.4 mL, 1M in toluene) in dichloromethane (15 mL) was added a solution of borane-dimethylsulfide (0.64 mL, 10M) and the resulting solution was stirred at ambient temperature for 40 minutes. This solution was added to a stirred solution of 5-1 (800 mg, 2.14 mmol) in THF (30 mL) at −40° C. and the reaction mixture was stirred for 3 hours. Methanol (5 mL) was added and the reaction mixture was concentrated at reduced pressure. The residue was purified by flash column chromatography (silica gel, 9:1 ethyl acetate/methanol) to give 5-2 as a colorless oil.

Provenance & Evidence