potassium tert-butylate in tetrahydrofuran; N,N-dimethyl-formamide T=-78°C; 0.0833333 h;

potassium tert-butylate in N,N-dimethyl-formamide T=-57°C;

potassium tert-butylate in N,N-dimethyl-formamide T=-57°C;

PPA T=90°C; 40 h;

lithium diisopropyl amide in tetrahydrofuran T=-78°C; 0.0833333 h;

1.1: 100 percent / tetrahydrofuran / 0.17 h / -78 °C 2.1: 93 percent / o-iodoxybenzoic acid; DMSO / tetrahydrofuran / 4 h / 25 °C 3.1: KO-t-Bu / tetrahydrofuran / 0.25 h / 0 °C 3.2: 92 percent / tetrahydrofuran / 6 h / 0 °C 4.1: 99 percent / aq. HCl / methanol; CH2Cl2 / 12 h / 25 °C 5.1: 90 percent / K2CO3 / acetone / 3 h / Heating 6.1: 73 percent / meta-chloroperoxybenzoic acid; NaHCO3 / CH2Cl2 / 6 h / 25 °C 7.1: 52 percent / KO-t-Bu / dimethylformamide / -57 °C View Scheme

1.1: KO-t-Bu / tetrahydrofuran / 0.25 h / 0 °C 1.2: 92 percent / tetrahydrofuran / 6 h / 0 °C 2.1: 99 percent / aq. HCl / methanol; CH2Cl2 / 12 h / 25 °C 3.1: 90 percent / K2CO3 / acetone / 3 h / Heating 4.1: 73 percent / meta-chloroperoxybenzoic acid; NaHCO3 / CH2Cl2 / 6 h / 25 °C 5.1: 52 percent / KO-t-Bu / dimethylformamide / -57 °C View Scheme

1.1: 93 percent / o-iodoxybenzoic acid; DMSO / tetrahydrofuran / 4 h / 25 °C 2.1: KO-t-Bu / tetrahydrofuran / 0.25 h / 0 °C 2.2: 92 percent / tetrahydrofuran / 6 h / 0 °C 3.1: 99 percent / aq. HCl / methanol; CH2Cl2 / 12 h / 25 °C 4.1: 90 percent / K2CO3 / acetone / 3 h / Heating 5.1: 73 percent / meta-chloroperoxybenzoic acid; NaHCO3 / CH2Cl2 / 6 h / 25 °C 6.1: 52 percent / KO-t-Bu / dimethylformamide / -57 °C View Scheme

1.1: NaH / tetrahydrofuran / 0.08 h / 0 °C 1.2: 97 percent / tetrahydrofuran / 2 h / 25 °C 2.1: n-BuLi / tetrahydrofuran / 0.17 h / -78 °C 2.2: 67 percent / tetrahydrofuran / -78 - 25 °C 3.1: 100 percent / tetrahydrofuran / 0.17 h / -78 °C 4.1: 93 percent / o-iodoxybenzoic acid; DMSO / tetrahydrofuran / 4 h / 25 °C 5.1: KO-t-Bu / tetrahydrofuran / 0.25 h / 0 °C 5.2: 92 percent / tetrahydrofuran / 6 h / 0 °C 6.1: 99 percent / aq. HCl / methanol; CH2Cl2 / 12 h / 25 °C 7.1: 90 percent / K2CO3 / acetone / 3 h / Heating 8.1: 73 percent / meta-chloroperoxybenzoic acid; NaHCO3 / CH2Cl2 / 6 h / 25 °C 9.1: 52 percent / KO-t-Bu / dimethylformamide / -57 °C View Scheme

1.1: n-BuLi / tetrahydrofuran / 0.17 h / -78 °C 1.2: 67 percent / tetrahydrofuran / -78 - 25 °C 2.1: 100 percent / tetrahydrofuran / 0.17 h / -78 °C 3.1: 93 percent / o-iodoxybenzoic acid; DMSO / tetrahydrofuran / 4 h / 25 °C 4.1: KO-t-Bu / tetrahydrofuran / 0.25 h / 0 °C 4.2: 92 percent / tetrahydrofuran / 6 h / 0 °C 5.1: 99 percent / aq. HCl / methanol; CH2Cl2 / 12 h / 25 °C 6.1: 90 percent / K2CO3 / acetone / 3 h / Heating 7.1: 73 percent / meta-chloroperoxybenzoic acid; NaHCO3 / CH2Cl2 / 6 h / 25 °C 8.1: 52 percent / KO-t-Bu / dimethylformamide / -57 °C View Scheme