1.1: 95 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 2.1: 62 percent / 2 N NaOH / H2O / 1.5 h / Heating 3.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.08 h / 0 °C 3.2: 73 percent / DMAP / toluene; tetrahydrofuran / 0.5 h / 20 °C 4.1: 82 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH2Cl2; H2O / 2.5 h 5.1: 90 percent / trifluoroacetic acid / CH2Cl2 / 2.5 h / 20 °C 6.1: 30 percent aq. H2O2; KHCO3 / methanol; acetonitrile / 24 h / 20 °C View Scheme

1.1: 95 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 2.1: 62 percent / 2 N NaOH / H2O / 1.5 h / Heating 3.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.08 h / 0 °C 3.2: 73 percent / DMAP / toluene; tetrahydrofuran / 0.5 h / 20 °C 4.1: 82 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH2Cl2; H2O / 2.5 h 5.1: 90 percent / trifluoroacetic acid / CH2Cl2 / 2.5 h / 20 °C View Scheme