boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid

1.1: lithium aluminum hydride / tetrahydrofuran / 0 °C 2.1: pyridinium chlorochromate; Celite / CH2Cl2 / 20 °C 3.1: tetrahydrofuran / -78 °C 4.1: pyridinium chlorochromate; Celite / CH2Cl2 / 20 °C 5.1: tetrahydrofuran / -78 °C 5.2: 94 percent / boron trifluoride etherate / CH2Cl2 / 0 °C 6.1: 83 percent / m-chloroperoxybenzoic acid; boron trifluoride etherate View Scheme

1.1: tetrahydrofuran / -78 °C 1.2: 94 percent / boron trifluoride etherate / CH2Cl2 / 0 °C 2.1: 83 percent / m-chloroperoxybenzoic acid; boron trifluoride etherate View Scheme

1.1: triethylamine / CH2Cl2 / 0 °C 2.1: lithium aluminum hydride / tetrahydrofuran / 0 °C 3.1: pyridinium chlorochromate; Celite / CH2Cl2 / 20 °C 4.1: tetrahydrofuran / -78 °C 5.1: pyridinium chlorochromate; Celite / CH2Cl2 / 20 °C 6.1: tetrahydrofuran / -78 °C 6.2: 94 percent / boron trifluoride etherate / CH2Cl2 / 0 °C 7.1: 83 percent / m-chloroperoxybenzoic acid; boron trifluoride etherate View Scheme

1.1: triethylamine / CH2Cl2 / 0 °C 2.1: lithium aluminum hydride / tetrahydrofuran / 0 °C 3.1: pyridinium chlorochromate; Celite / CH2Cl2 / 20 °C 4.1: tetrahydrofuran / -78 °C 5.1: pyridinium chlorochromate; Celite / CH2Cl2 / 20 °C 6.1: tetrahydrofuran / -78 °C 6.2: 94 percent / boron trifluoride etherate / CH2Cl2 / 0 °C 7.1: 83 percent / m-chloroperoxybenzoic acid; boron trifluoride etherate View Scheme

1.1: tetrahydrofuran / -78 °C 2.1: pyridinium chlorochromate; Celite / CH2Cl2 / 20 °C 3.1: tetrahydrofuran / -78 °C 3.2: 94 percent / boron trifluoride etherate / CH2Cl2 / 0 °C 4.1: 83 percent / m-chloroperoxybenzoic acid; boron trifluoride etherate View Scheme

1.1: pyridinium chlorochromate; Celite / CH2Cl2 / 20 °C 2.1: tetrahydrofuran / -78 °C 3.1: pyridinium chlorochromate; Celite / CH2Cl2 / 20 °C 4.1: tetrahydrofuran / -78 °C 4.2: 94 percent / boron trifluoride etherate / CH2Cl2 / 0 °C 5.1: 83 percent / m-chloroperoxybenzoic acid; boron trifluoride etherate View Scheme