Dimethyl Sulfide → HCID 178520681, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-chloro-2-hydroxy-3-(4-pentenoyl)-2′,3′,5′,6′-tetrahydro-4H-spiro[naphthalene-1,4′-pyran]-4-one (0.65 g, 1.9 mmol) in 50 mL DCM was stirred at −78° C. and treated with O3 until the solution remained blue. The mixture was stirred at −78° C. for 30 minutes and then treated with 1 mL dimethyl sulfide and stirred from −78° C. to 0° C. for 2 hours. The mixture was concentrated in vacuo and purified by column eluting with 40:100=EtOAc/hexane to give the desired product. MS m/e: 349 (M+H)+.

Provenance & Evidence