反应详情

To a stirred solution of 5-2 (0.14 g, 0.32 mmol) and PPh3 (0.11g, 0.41 mmol) in THF (2 mL) at ambient temperature was added a solution of 5-4 (56 μg, 0.39 mmol) DEAD (67 μL, 0.42 mmol) in THF (2 mL) dropwise over a 15 min period. After 72 h, the reaction mixture was diluted with EtOAc and then washed with H2O, sat. NaHCO3, 10% KHSO4 and brine, dried (MgSO4) and concentrated. After two flash columns: silica, 85% EtOAc/hexanes; silica, 5% to 30% isopropanol/CHCl3), 5-5 was obtained as a yellow oil. Rf 0.19 (silica, 85% EtOAc/hexanes).

1. washwashed with H2O, sat. NaHCO3, 10% KHSO4 and brine
2. dry with materialdried (MgSO4)
3. concentrationconcentrated
4. customsilica, 5% to 30% isopropanol/CHCl3), 5-5 was obtained as a yellow oil