Triacetoxyperiodinane → 5-(3-((tert-butyldimethylsilyl)oxy)-2-oxopropyl)-4-methylisobenzofuran-1(3H)-one

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-(3-((tert-butyldimethylsilyl)oxy)-2-hydroxypropyl)-4-methylisobenzofuran-1(3H)-one (1.00 g, 3.0 mmol) in CH2Cl2 (30 mL) was added Dess-Martin periodinane (6.30 g, 15.0 mmol). After stirring at 25° C. for 12 h, the reaction mixture was filtered through a short pad of SiO2 with CH2Cl2 (100 mL) as the eluting solvent. After concentrating, the residue was purified by flash column chromatography (0-60% ethyl acetate in petroleum ether) to give the title compound.

Provenance & Evidence