Quinone → (S)-2-isopropenyl-2-methyl-2,3-dihydrobenzofuran

Participants

Reaction Conditions

Reaction Steps

A polymer-carrying optically active binaphthyl type oxazoline compound-palladium complex (palladium content, 0.02 mmol), 35.2 mg (0.2 mmol) of 2-(2,3-dimethyl-2-butenyl)-phenol and 86.4 mg (0.8 mmol) of benzoquinone were added to 1 ml of methanol and then stirred at 60° C. for 20 hours. After cooling to room temperature, the resin was filtered and washed twice with 1 ml of methanol. The solution was concentrated under a reduced pressure, and the resulting residue was purified by a silica gel column chromatography (hexane/ethyl acetate=95/5) to obtain (S)-2-isopropenyl-2-methyl-2,3-dihydrobenzofuran as a colorless oil.

Provenance & Evidence