1.1: 59 percent / I2 / CH2Cl2 / 12 h / 20 °C 2.1: 100 percent / Et3N; DMAP / CH2Cl2 / 6 h / 20 °C 3.1: 9-BBN / tetrahydrofuran / 0.83 h / 28 °C / microwave irradiation 3.2: 50 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 5 h / 60 °C 4.1: 84 percent / aq. NaOH / methanol / 36 h / 50 °C 5.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 5.2: 88 percent / DMAP / toluene; tetrahydrofuran / 1 h 6.1: 99 percent / HF*pyridine / tetrahydrofuran 7.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2 / -35 °C View Scheme

1: RuBnCl2(PCy3)2 / benzene / 4 h / 20 °C 2: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C 3: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °C View Scheme

1.1: 85 percent / i-Pr2NEt / 1,2-dichloro-ethane / 55 °C 2.1: 95 percent / pyridinium p-toluenesulfonate / methanol / 20 °C 3.1: (COCl)2; DMSO / CH2Cl2 / -78 °C 3.2: Et3N / CH2Cl2 / -78 - 20 °C 4.1: diethyl ether / 0 - 20 °C 5.1: 93 percent / N-methylmorpholine N-oxide; 4 Angstroem molecular sieves / tetra-n-propylammonium perruthenate / CH2Cl2 / 0 - 20 °C 6.1: n-BuLi / tetrahydrofuran / -78 °C 6.2: 97 percent / tetrahydrofuran / -78 - 20 °C 7.1: 64 percent / N-iodosuccinimide; AgNO3 / acetone 8.1: 65 percent / dicyclohexylborane; AcOH / diethyl ether 9.1: 86 percent / PhSH; BF3*OEt2 / CH2Cl2 / 20 °C 10.1: 99 percent / pyridine; 4-DMAP / CH2Cl2 / 20 °C 11.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C 11.2: 75 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 2 h / 20 °C 12.1: 85 percent / pTSA*H2O / dioxane; H2O / 3 h / 55 °C 13.1: potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 0.5 h / -78 °C 14.1: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 15.1: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C 16.1: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C 17.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C 18.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °C View Scheme

1: LDA / tetrahydrofuran / -78 °C 2: RuBnCl2(PCy3)2 / benzene / 24 h / 20 °C 3: Dess-Martin periodinane / CH2Cl2 / 20 °C 4: NaBH4 / methanol; tetrahydrofuran / -78 - 20 °C 5: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 6: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C 7: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C 8: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C 9: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °C View Scheme

1.1: (CF3CO2)2IC6H5 / methanol; tetrahydrofuran / 20 °C 1.2: 95 percent / p-TsOH / dioxane; H2O / 50 °C 2.1: LDA / tetrahydrofuran / -78 °C 3.1: RuBnCl2(PCy3)2 / benzene / 24 h / 20 °C 4.1: Dess-Martin periodinane / CH2Cl2 / 20 °C 5.1: NaBH4 / methanol; tetrahydrofuran / -78 - 20 °C 6.1: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 7.1: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C 8.1: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C 9.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C 10.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °C View Scheme

1.1: thiocarbonyl diimidazole; 4-DMAP / tetrahydrofuran / 95 °C 1.2: n-Bu3SnH; AIBN / benzene / 1 h / 80 °C 2.1: (CF3CO2)2IC6H5 / methanol; tetrahydrofuran / 20 °C 2.2: 95 percent / p-TsOH / dioxane; H2O / 50 °C 3.1: LDA / tetrahydrofuran / -78 °C 4.1: RuBnCl2(PCy3)2 / benzene / 24 h / 20 °C 5.1: Dess-Martin periodinane / CH2Cl2 / 20 °C 6.1: NaBH4 / methanol; tetrahydrofuran / -78 - 20 °C 7.1: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 8.1: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C 9.1: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C 10.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C 11.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °C View Scheme

1.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 1.2: 88 percent / DMAP / toluene; tetrahydrofuran / 1 h 2.1: 99 percent / HF*pyridine / tetrahydrofuran 3.1: 49 percent / 3,3-dimethyldioxirane / CH2Cl2 / -35 °C View Scheme

1: RuBnCl2(PCy3)2 / benzene / 24 h / 20 °C 2: Dess-Martin periodinane / CH2Cl2 / 20 °C 3: NaBH4 / methanol; tetrahydrofuran / -78 - 20 °C 4: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 5: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C 6: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C 7: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C 8: 49 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2 h / -50 - -30 °C View Scheme

3-chloro-benzenecarboperoxoic acid in chloroform T=-20 - 0°C; 12 h; Further byproducts given;

3-chloro-benzenecarboperoxoic acid in chloroform T=-20 - 0°C; 12 h; Yield given. Further byproducts given;