Triphenylphosphine → HCID 118101215, compound

Participants

Reaction Conditions

Reaction Steps

DIAD was added to a solution of 17D (751 mg, 2.5 mmol), 3-methoxypropan-1-ol (496 mg, 5.50 mmol), triphenylphosphine (1443 mg, 5.50 mmol) in THF (5 mL) at 0° C. The reaction mixture was stirred at 0° C. for 30 min, and rt for 16 h. The mixture was concentrated and purified by flash chromatography (0-50% EtOAc in hexanes) to give a light yellow solid. The obtained solid was dissolved in MeOH (20 mL) and THF (5 mL). Zinc (1635 mg, 25.00 mmol) and ammonium chloride (2.64 mL, 75 mmol) was added. The reaction mixture was stirred rt for 2 h. After aqueous work up and extraction, the crude product was purified by flash chromatography to give 28A (900 mg, 2.63 mmol, 105% yield). MS (ESI) m/z: 343.1 (M+H)+.

Provenance & Evidence