反应详情

TBS-ether 6′ (150 mg, 0.528 mmol) was treated with 1 M HCl (0.106 mL) in acetonitrile (0.8 mL) at rt for 2 h. The reaction was diluted with EtOAc, quenched by addition of a small amount of saturated aq. NaHCO3, washed with H2O and brine (twice), and dried over Na2SO4. The solvents were removed under reduced pressure, and the resulting residue was purified by flash silica gel column chromatography to afford hydroxy ketone 7′ as colorless solid: 1H NMR (CDCl3, 400 MHz) δ 4.60 (d, J=5.2 Hz, 1H), 3.72 (s, 3H), 2.67 (dd, J=5.2, 3.6 Hz, 1H), 2.42 (dd, J=5.2, 2.4 Hz, 1H), 2.34 (dd, J=18.9, 5.2 Hz, 1H), 2.22 (br-s, 1H), 2.08 (d, J=18.9 Hz, 1H), 1.93 (dd, J=3.6, 2.4 Hz, 1H); 13C NMR (CDCl3, 101 MHz) δ 208.8, 169.8, 68.3, 52.5, 42.7, 36.2, 34.2, 25.2.

1. customquenched by addition of a small amount of saturated aq. NaHCO3
2. washwashed with H2O and brine (twice), and
3. dry with materialdried over Na2SO4
4. customThe solvents were removed under reduced pressure
5. customthe resulting residue was purified by flash silica gel column chromatography