1: 99 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-dimethylaminopyridine / CH2Cl2 / 0 - 20 °C 2: 95 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 5 h / 20 °C 3: 6.14 g / DMAP / toluene / 1 h 4: 85 percent / tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 120 h / 20 °C 5: 95 percent / N,N-diisopropylethylamine / CH2Cl2 / 0 - 20 °C 6: 65 percent / Cl2Ru(=CHC6H5)(PCy3)(1,3-Mes2-imidazolidin-2-yl) / 1,2-dichloro-ethane / 120 h / 80 °C 7: 99 percent / DDQ / CH2Cl2; H2O / 0.5 h / 20 °C 8: 90 percent / trifluoroacetic acid / CH2Cl2 / 0 - 20 °C View Scheme

1: 96 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 6 h / 20 °C 2: 99 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-dimethylaminopyridine / CH2Cl2 / 0 - 20 °C 3: 95 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 5 h / 20 °C 4: 6.14 g / DMAP / toluene / 1 h 5: 85 percent / tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 120 h / 20 °C 6: 95 percent / N,N-diisopropylethylamine / CH2Cl2 / 0 - 20 °C 7: 65 percent / Cl2Ru(=CHC6H5)(PCy3)(1,3-Mes2-imidazolidin-2-yl) / 1,2-dichloro-ethane / 120 h / 80 °C 8: 99 percent / DDQ / CH2Cl2; H2O / 0.5 h / 20 °C 9: 90 percent / trifluoroacetic acid / CH2Cl2 / 0 - 20 °C View Scheme

1: 99 percent / DDQ / CH2Cl2; H2O / 0.5 h / 20 °C 2: 90 percent / trifluoroacetic acid / CH2Cl2 / 0 - 20 °C View Scheme

1.1: HCO2H; DEAD; PPh3 / tetrahydrofuran / 1.5 h / 20 °C 1.2: 72 percent / Et3N / methanol / 1 h / 20 °C 2.1: 70 percent / CF3CO2H / CH2Cl2 / 2 h / 20 °C View Scheme

1.1: 75 percent / (i-Pr)2NEt / CH2Cl2 / 60 h / 20 °C 2.1: 74 percent / NaBH4 / methanol / 0.33 h / -15 °C 3.1: HCO2H; DEAD; PPh3 / tetrahydrofuran / 1.5 h / 20 °C 3.2: 72 percent / Et3N / methanol / 1 h / 20 °C 4.1: 70 percent / CF3CO2H / CH2Cl2 / 2 h / 20 °C View Scheme

1.1: cerium(III) chloride heptahydrate / methanol / 0.75 h / 20 °C / Inert atmosphere 1.2: 2.17 h / -40 °C / Inert atmosphere 1.3: -40 - 20 °C / Inert atmosphere 2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: potassium carbonate / 2 h / 20 °C / Inert atmosphere 4.1: 4-(N,N-dimethlyamino)pyridine; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere 4.2: 0 - 20 °C / Inert atmosphere 5.1: sodium hydroxide / tetrahydrofuran; methanol / 3 h / 20 °C / Inert atmosphere 5.2: 0 °C / Inert atmosphere 6.1: 4-(N,N-dimethlyamino)pyridine; camphor-10-sulfonic acid; dicyclohexyl-carbodiimide / dichloromethane / 3 h / 20 °C / Inert atmosphere 7.1: methanol; pyridinium p-toluenesulfonate / 6 h / 20 °C / Inert atmosphere 8.1: 4-(N,N-dimethlyamino)pyridine; camphor-10-sulfonic acid; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 20 °C / Inert atmosphere 9.1: methanol; pyridinium p-toluenesulfonate / 24 h / 20 °C / Inert atmosphere 10.1: morpholine; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 10.2: Inert atmosphere 11.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 1 h / 20 °C / Inert atmosphere 11.2: 7 h / 80 °C 12.1: trifluoroacetic acid / dichloromethane / 5 h / 20 °C / Inert atmosphere View Scheme

selenium(IV) oxide in 1,2-dichloro-ethane 48 h; Heating;

1: 100 percent / Bu4NF / tetrahydrofuran / 1 h / 20 °C 2: 92 percent / 4-(dimethylamino)pyridine; camphorsulfonic acid; dicyclohexylcarbodiimide / CH2Cl2 / 18.5 h / 20 °C 3: 83 percent / CF3CO2H / tetrahydrofuran; H2O / 22 h / 20 °C 4: 96 percent / 4-(dimethylamino)pyridine; camphorsulfonic acid; dicyclohexylcarbodiimide / CH2Cl2 / 14 h / 20 °C 5: 19 percent / CH3CO2H / propan-2-ol; H2O 6: triethylamine / toluene / 1 h / 20 °C 7: triethylamine; 4-(dimethylamino)pyridine / toluene / 3.5 h / 80 °C 8: 90 percent / trifluoroacetic acid / CH2Cl2 / 7.5 h / 20 °C View Scheme

1.1: tributyltinhydride; PdCl2(PPh3)2 / tetrahydrofuran / 1 h / -78 °C 1.2: 55 percent / N-iodosuccinimide / tetrahydrofuran / 0.17 h / 0 - 20 °C 2.1: 87 percent / 4-(dimethylamino)pyridine; triethylamine; PdCl2(MeCN)2 / dimethylformamide / 6 h / 20 °C / 22800 Torr 3.1: 82 percent / TBAF; AcOH / CH2Cl2 / 24 h / 20 °C 4.1: 78 percent / 4-(dimethylamino)pyridine; triethylamine; PdCl2(MeCN)2 / dimethylformamide / 12 h / 20 °C / 22800 Torr 5.1: aq. AcOH / tetrahydrofuran / 48 h / 20 °C 6.1: Zn dust; aq. NH4OAc / tetrahydrofuran / 2 h / 20 °C 7.1: 2,2'-dipyridyl disulfide; PPh3 / toluene / 1 h / 20 °C 7.2: 40 percent / AgOTf / toluene / 0.5 h / 20 °C 8.1: 87 percent / trifluoroacetic acid / CH2Cl2 / 6 h / 20 °C View Scheme

1.1: 87 percent / 4-(dimethylamino)pyridine; triethylamine; PdCl2(MeCN)2 / dimethylformamide / 6 h / 20 °C / 22800 Torr 2.1: 82 percent / TBAF; AcOH / CH2Cl2 / 24 h / 20 °C 3.1: 78 percent / 4-(dimethylamino)pyridine; triethylamine; PdCl2(MeCN)2 / dimethylformamide / 12 h / 20 °C / 22800 Torr 4.1: aq. AcOH / tetrahydrofuran / 48 h / 20 °C 5.1: Zn dust; aq. NH4OAc / tetrahydrofuran / 2 h / 20 °C 6.1: 2,2'-dipyridyl disulfide; PPh3 / toluene / 1 h / 20 °C 6.2: 40 percent / AgOTf / toluene / 0.5 h / 20 °C 7.1: 87 percent / trifluoroacetic acid / CH2Cl2 / 6 h / 20 °C View Scheme