boron trichloride in n-heptane; dichloromethane T=-78°C; 1 h;

oxygen in dichloromethane Irradiation;

oxygen in benzene 20 h; Irradiation;

1.1: 82 percent / LiBH4 / methanol; tetrahydrofuran / 2 h / 0 °C 2.1: 89 percent / pyridine; DMAP / 5 h / 20 °C 3.1: 100 percent / Grubbs first generation catalyst / toluene / 12 h / 80 °C 4.1: LAH / tetrahydrofuran / 12 h / 20 °C 5.1: toluene / 12 h / 80 °C 5.2: 0.21 g / K2CO3 / methanol / 12 h 6.1: 82 percent / O2 / benzene / 20 h / Irradiation View Scheme

1.1: 89 percent / pyridine; DMAP / 5 h / 20 °C 2.1: 100 percent / Grubbs first generation catalyst / toluene / 12 h / 80 °C 3.1: LAH / tetrahydrofuran / 12 h / 20 °C 4.1: toluene / 12 h / 80 °C 4.2: 0.21 g / K2CO3 / methanol / 12 h 5.1: 82 percent / O2 / benzene / 20 h / Irradiation View Scheme

1.1: 100 percent / Grubbs first generation catalyst / toluene / 12 h / 80 °C 2.1: LAH / tetrahydrofuran / 12 h / 20 °C 3.1: toluene / 12 h / 80 °C 3.2: 0.21 g / K2CO3 / methanol / 12 h 4.1: 82 percent / O2 / benzene / 20 h / Irradiation View Scheme

1.1: pivaloyl chloride; NEt3 / tetrahydrofuran / 1 h / -10 °C 1.2: 96 percent / LiCl / tetrahydrofuran / 12 h / 20 °C 2.1: LDA; HMPA / tetrahydrofuran / 0.5 h / -78 °C 2.2: 89 percent / tetrahydrofuran / 24 h / -78 °C 3.1: 82 percent / LiBH4 / methanol; tetrahydrofuran / 2 h / 0 °C 4.1: 89 percent / pyridine; DMAP / 5 h / 20 °C 5.1: 100 percent / Grubbs first generation catalyst / toluene / 12 h / 80 °C 6.1: LAH / tetrahydrofuran / 12 h / 20 °C 7.1: toluene / 12 h / 80 °C 7.2: 0.21 g / K2CO3 / methanol / 12 h 8.1: 82 percent / O2 / benzene / 20 h / Irradiation View Scheme

1.1: LDA; HMPA / tetrahydrofuran / 0.5 h / -78 °C 1.2: 89 percent / tetrahydrofuran / 24 h / -78 °C 2.1: 82 percent / LiBH4 / methanol; tetrahydrofuran / 2 h / 0 °C 3.1: 89 percent / pyridine; DMAP / 5 h / 20 °C 4.1: 100 percent / Grubbs first generation catalyst / toluene / 12 h / 80 °C 5.1: LAH / tetrahydrofuran / 12 h / 20 °C 6.1: toluene / 12 h / 80 °C 6.2: 0.21 g / K2CO3 / methanol / 12 h 7.1: 82 percent / O2 / benzene / 20 h / Irradiation View Scheme

1: 69 percent / BH3*THF, (S)-3,3'-diphenyl-1,1'-binaphthalene-2,2'-diol, AcOH / tetrahydrofuran / 0.03 h / -78 °C 2: 86 percent / pyridine / CH2Cl2 3: DBU, air / CH2Cl2 4: NaOMe / tetrahydrofuran; methanol 5: 98 percent / O2 / CH2Cl2 / Irradiation View Scheme

1: 86 percent / pyridine / CH2Cl2 2: DBU, air / CH2Cl2 3: NaOMe / tetrahydrofuran; methanol 4: 98 percent / O2 / CH2Cl2 / Irradiation View Scheme