Visible-light-mediated Oxidative Debenzylation of 3-O-Benzyl-1, 2:5,6-d-O-isopropylidene-α-D-glucofuranose

1, 2: 5, 6-Di-O-isopropylidene-α-D-glucofuranose (1). An oven-dried, singlenecked side-armed Schlenk tube (250 mL, 23 x 4.5 cm) equipped with a football-shaped Teflon-coated magnetic stir bar (2.5 cm) is charged sequentially with 3-O-benzyl-1, 2: 5, 6-di-O-isopropylidene-α-D-glucofuranose (4.0 g, 11.4 mmol, 1 equiv)(Note 2) and dichloromethane (200 mL, 57 mM)(Note 3). Under ambient atmosphere, 2, 3-dichloro-5, 6-dicyano-1, 4-benzoquinone (DDQ, 3.12 g, 13.6 mmol, 1.2 equiv)(Note 4) and PBS buffer (0.2 mL, 0.1% vol, pH 7.4)(Note 5) are added, and the flask is sealed with a rubber septum (Figure 1B). The reaction mixture is irradiated using two green LED lamps (525 nm)(Note 6) at full power while stirring at 1400 rpm (Figure 1C).