Triethylamine → HCID 59617426, compound

Participants

Reaction Steps

Under an argon stream, [4-(3-ethoxy-3-oxopropyl)phenyl]boric acid (2.33 g, 15 mmol) and Rh[(S)-BINAP(nbd)]BF4 (226 mg, 0.25 mmol) was dissolved in a solvent mixture of 1,4-dioxane (30 mL) and water (5 mL), followed by degassing with ultrasonic waves. Then, triethylamine (2.1 mL, 13 mmol) and cyclopentenone (1.1 mL, 13 mmol) were sequentially added, and the mixture was stirred overnight at room temperature. A saturated aqueous sodium bicarbonate solution was added to the reaction solution, and the solvent was distilled off under reduced pressure. The aqueous phase was extracted with ethyl acetate, the organic phase was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue obtained was purified by column chromatography (ethyl acetate/hexane: 15/85-25/75) to give the title compound (2.76 g, 85%).

Provenance & Evidence