Triacetoxyperiodinane → HCID 57857058, compound

Participants

Reaction Steps

To a stirring mixture consisting of (Z)-isopropyl 7-((1R,2R,3S)-2-((S,E)-3-(tert-butyldimethylsilyloxy)-3-(2,3-dihydro-1H-inden-2-yl)prop-1-enyl)-3-fluoro-5-oxocyclopentyl)hept-5-enoate (prepared in Step L, 580 mg) in DCM (30 mL) at room temperature was added Dess-Martin reagent (1.5 g) and the reaction mixture was stirred for 3 hours. The mixture was concentrated under reduced pressure and the residue was redissolved in diethyl ether. The insoluble materials were removed by filtration. The crude product in diethyl ether was applied to a silica gel column. Elution with hexanes-ethyl acetate (4:1 with 0.4% acetic acid) afforded the title intermediate (522 mg, 89%).

Provenance & Evidence