Sodium Bicarbonate → HCID 54300876, compound

Participants

Reaction Steps

A mixture of the hydroxyethyl acetoxy azetidinone of Formula 10 (112 mg, 0.65 mmol) and silyl enol ether of benzyl 2-diazo-3-oxopentanoate (394 mg, 1.3 mmol) was dissolved in sieve dried dichloromethane (2 mL) and added to a suspension of fused (under vacuum) zinc chloride (55 mg, 0.4 mmol) in dichloromethane (2 mL). After refluxing gently for 12 hours, the mixture was poured into saturated NaHCO3 (50 mL) and extracted with ethyl acetate (100 mL). The ethyl acetate layer was washed with brine, dried over MgSO4, and concentrated to an oil. Chromatography on silica gel gave the compound of Formula 12 in 77% yield.

Provenance & Evidence