Hexane → (2E)-2-Fluoro-3-(4-isopropyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-but-2-enal

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Reaction Conditions

Reaction Steps

To a solution of (2E)-2-fluoro-3-(4-isopropyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-but-2-en-1-ol (Compound 82, 117 mg, 0.37 mmol) in dichloromethane/acetonitrile (6:1, 7 mL) at 25° C. were added 4-methylmorpholine N-oxide (85 mg, 0.74 mmol), tetrapropylammonium perruthenate (12 mg, 0.04 mmol), and 4 Å molecular sieve powder (60 mg). The mixture was stirred at 25° C. for 1 h and applied directly to chromatography. Flash chromatography (silica gel, 100% hexane to 5% ethyl acetate in hexanes) gave rise to the title compound as a colorless oil.

Provenance & Evidence