hydrogenchloride 16 h; Ambient temperature;

1: tetrahydrofuran / 3 h / Ambient temperature 2: tetrahydrofuran / 24 h / Ambient temperature; Irradiation 3: 73 percent / triphenylphosphane, EtOOC-N2-COOEt / tetrahydrofuran / 70 h / Ambient temperature 4: 99 percent / 4-(dimethylamino)pyridine / pyridine / 16 h / Ambient temperature 5: 89 percent / 85percent m-chloroperbenzoic acid / CH2Cl2 / 2 h / Ambient temperature 6: 57 percent / Al-isopropylate / toluene / 5 h / Heating 7: 91 percent / MnO2 / CH2Cl2 / 1 h / Ambient temperature 8: 1.) K-tert-C4H9; 2.) O2, Bengalrosa B / <18>crown-6 / 1.) CH2Cl2, 4h, room temp.; 2.) CH2Cl2, 30 min, irradiation 9: 86 percent / pyridiniumchlorochromate, NaAc*3H2O / CH2Cl2 / 0.42 h / Ambient temperature 10: 2.) CH3COOH, CF3COOH, H2O / 1.) CH2Cl2, room temp., 30 min, irradiation; 2.) THF, 15 degC, 24h 11: 95 percent / 1.5percent methanolic HCl / 16 h / Ambient temperature View Scheme

1: 73 percent / triphenylphosphane, EtOOC-N2-COOEt / tetrahydrofuran / 70 h / Ambient temperature 2: 99 percent / 4-(dimethylamino)pyridine / pyridine / 16 h / Ambient temperature 3: 89 percent / 85percent m-chloroperbenzoic acid / CH2Cl2 / 2 h / Ambient temperature 4: 57 percent / Al-isopropylate / toluene / 5 h / Heating 5: 91 percent / MnO2 / CH2Cl2 / 1 h / Ambient temperature 6: 1.) K-tert-C4H9; 2.) O2, Bengalrosa B / <18>crown-6 / 1.) CH2Cl2, 4h, room temp.; 2.) CH2Cl2, 30 min, irradiation 7: 86 percent / pyridiniumchlorochromate, NaAc*3H2O / CH2Cl2 / 0.42 h / Ambient temperature 8: 2.) CH3COOH, CF3COOH, H2O / 1.) CH2Cl2, room temp., 30 min, irradiation; 2.) THF, 15 degC, 24h 9: 95 percent / 1.5percent methanolic HCl / 16 h / Ambient temperature View Scheme

1: 99 percent / 4-(dimethylamino)pyridine / pyridine / 16 h / Ambient temperature 2: 89 percent / 85percent m-chloroperbenzoic acid / CH2Cl2 / 2 h / Ambient temperature 3: 57 percent / Al-isopropylate / toluene / 5 h / Heating 4: 91 percent / MnO2 / CH2Cl2 / 1 h / Ambient temperature 5: 1.) K-tert-C4H9; 2.) O2, Bengalrosa B / <18>crown-6 / 1.) CH2Cl2, 4h, room temp.; 2.) CH2Cl2, 30 min, irradiation 6: 86 percent / pyridiniumchlorochromate, NaAc*3H2O / CH2Cl2 / 0.42 h / Ambient temperature 7: 2.) CH3COOH, CF3COOH, H2O / 1.) CH2Cl2, room temp., 30 min, irradiation; 2.) THF, 15 degC, 24h 8: 95 percent / 1.5percent methanolic HCl / 16 h / Ambient temperature View Scheme

1: tetrahydrofuran / 24 h / Ambient temperature; Irradiation 2: 73 percent / triphenylphosphane, EtOOC-N2-COOEt / tetrahydrofuran / 70 h / Ambient temperature 3: 99 percent / 4-(dimethylamino)pyridine / pyridine / 16 h / Ambient temperature 4: 89 percent / 85percent m-chloroperbenzoic acid / CH2Cl2 / 2 h / Ambient temperature 5: 57 percent / Al-isopropylate / toluene / 5 h / Heating 6: 91 percent / MnO2 / CH2Cl2 / 1 h / Ambient temperature 7: 1.) K-tert-C4H9; 2.) O2, Bengalrosa B / <18>crown-6 / 1.) CH2Cl2, 4h, room temp.; 2.) CH2Cl2, 30 min, irradiation 8: 86 percent / pyridiniumchlorochromate, NaAc*3H2O / CH2Cl2 / 0.42 h / Ambient temperature 9: 2.) CH3COOH, CF3COOH, H2O / 1.) CH2Cl2, room temp., 30 min, irradiation; 2.) THF, 15 degC, 24h 10: 95 percent / 1.5percent methanolic HCl / 16 h / Ambient temperature View Scheme

1: 89 percent / 85percent m-chloroperbenzoic acid / CH2Cl2 / 2 h / Ambient temperature 2: 57 percent / Al-isopropylate / toluene / 5 h / Heating 3: 91 percent / MnO2 / CH2Cl2 / 1 h / Ambient temperature 4: 1.) K-tert-C4H9; 2.) O2, Bengalrosa B / <18>crown-6 / 1.) CH2Cl2, 4h, room temp.; 2.) CH2Cl2, 30 min, irradiation 5: 86 percent / pyridiniumchlorochromate, NaAc*3H2O / CH2Cl2 / 0.42 h / Ambient temperature 6: 2.) CH3COOH, CF3COOH, H2O / 1.) CH2Cl2, room temp., 30 min, irradiation; 2.) THF, 15 degC, 24h 7: 95 percent / 1.5percent methanolic HCl / 16 h / Ambient temperature View Scheme

1: 57 percent / Al-isopropylate / toluene / 5 h / Heating 2: 91 percent / MnO2 / CH2Cl2 / 1 h / Ambient temperature 3: 1.) K-tert-C4H9; 2.) O2, Bengalrosa B / <18>crown-6 / 1.) CH2Cl2, 4h, room temp.; 2.) CH2Cl2, 30 min, irradiation 4: 86 percent / pyridiniumchlorochromate, NaAc*3H2O / CH2Cl2 / 0.42 h / Ambient temperature 5: 2.) CH3COOH, CF3COOH, H2O / 1.) CH2Cl2, room temp., 30 min, irradiation; 2.) THF, 15 degC, 24h 6: 95 percent / 1.5percent methanolic HCl / 16 h / Ambient temperature View Scheme

1: 91 percent / MnO2 / CH2Cl2 / 1 h / Ambient temperature 2: 1.) K-tert-C4H9; 2.) O2, Bengalrosa B / <18>crown-6 / 1.) CH2Cl2, 4h, room temp.; 2.) CH2Cl2, 30 min, irradiation 3: 86 percent / pyridiniumchlorochromate, NaAc*3H2O / CH2Cl2 / 0.42 h / Ambient temperature 4: 2.) CH3COOH, CF3COOH, H2O / 1.) CH2Cl2, room temp., 30 min, irradiation; 2.) THF, 15 degC, 24h 5: 95 percent / 1.5percent methanolic HCl / 16 h / Ambient temperature View Scheme

1: 1.) K-tert-C4H9; 2.) O2, Bengalrosa B / <18>crown-6 / 1.) CH2Cl2, 4h, room temp.; 2.) CH2Cl2, 30 min, irradiation 2: 86 percent / pyridiniumchlorochromate, NaAc*3H2O / CH2Cl2 / 0.42 h / Ambient temperature 3: 2.) CH3COOH, CF3COOH, H2O / 1.) CH2Cl2, room temp., 30 min, irradiation; 2.) THF, 15 degC, 24h 4: 95 percent / 1.5percent methanolic HCl / 16 h / Ambient temperature View Scheme

Streptomyces EUSA-2003B; cyclodextrin in N,N-dimethyl-formamide T=26 - 28°C; 120 h; Microbiological reactionstarch-nitrate liquid medium;