Formic Acid → (R)-4-Chromanol

Participants

Reaction Conditions

Reaction Steps

Argon was introduced into a 20 mL Schlenk-type reaction tube and bathed in an ice bath, then triethyl amine (3.6 mL, 26 mmol), formic acid (1.2 mL, 31 mmol), 4-chromanone (1.48 g, 10 mmol, substrate/catalyst ratio=500) and ruthenium complex RuCl[(R,R)-Tsdpen] (p-cymene) (12.7 mg, 0.02 mmol) were set therein, stirred at 30° C. for 24 hours. On its course, samples were collected after 3 hours for 1HNMR and HPLC analyses of the product. The conversion rate after 3 hours was 66%, and the optical purity was 99% ee. The reaction was allowed to further continue, and after 24 hours, (R)-4-chromanol was produced at 100% yield of and 99% ee optical purity.

Provenance & Evidence