(3S,5R)-3-((E)-but-2-enyl)-5-(4-fluorophenyl)dihydrofuran-2(3H)-one → (3S,5R)-3-butyl-5-(4-fluorophenyl)dihydrofuran-2(3H)-one

Participants

Reaction Steps

(3S,5R)-3-((E)-but-2-enyl)-5-(4-fluorophenyl)dihydrofuran-2(3H)-one (100.0 mg, 0.43 mmol) was dissolved into 8 mL benzene and to it added Wilkinson catalysis (39.0 mg, 0.4 mmol). The solution was saturated with H2 (stream of H2 bubbled through solution) and then stirred for 20 h at room temperature under an atmosphere of hydrogen balloon. The solvent was removed under reduced pressure and the product isolated by flash column chromatography eluting with 3% to 30% ethyl acetate/hexane to give 94 mg of the title compound as a colorless oil.

Provenance & Evidence