Triacetoxyperiodinane → HCID 131732114, compound

Participants

Reaction Steps

[1-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]-methanol (1.1 g, 4.51 mmol) was dissolved in DCM (30 ml) and Dess-Martin reagent (3.82 g, 9.0 mmol) was added in portions. The reaction mixture was stirred at room temperature for 4 hr and filtered. The filtrate was concentrated in vacuo and purified by silica gel chromatography (eluted with hexanes:EtOAc, 10:1) to afford the title compound (0.75 g, 64%): 1H NMR (400 MHz, DMSO) delta 0.00 (s, 6H), 0.84 (s, 9H), 1.28-1.31 (m, 4H), 1.46-1.50 (m, 4H), 3.76 (s, 2H), 9.54 (s, 1H).

Provenance & Evidence