Triacetoxyperiodinane → HCID 178455323, compound

Participants

Reaction Steps

A Dess-Martin reagent (1.2 g, 2.76 mmol) was added to a solution of benzyl 2-(cis-4-((tert-butyldimethylsilyl)oxy)cyclohexyl)-2-hydroxyacetate (650 mg, 1.72 mmol) in dichloromethane (10 ml) at room temperature, and the mixture was stirred at room temperature for 15 hr. The reaction mixture was quenched with 10% sodium thiosulfate and was extracted with dichloromethane. The organic layer was washed with a saturated aqueous sodium bicarbonate solution, was washed with saturated brine, and was dried over anhydrous magnesium sulfate, and the filtrate was concentrated under reduced pressure. The residue was chromatographed on silica gel column (hexane:ethyl acetate=95:5) to give the title compound as a yellow oil (450 mg, yield 69%).

Provenance & Evidence