1.1: sodium hydride; tetrabutylammonium iodide / tetrahydrofuran 2.1: tetrabutylammonium fluoride / tetrahydrofuran 3.1: 99 percent / SO3*pyridine; ethyldiisopropylamine / CH2Cl2; dimethylsulfoxide / 0 °C 4.1: 92 percent / lithium bis(trimethylsilyl)amide; acetic acid / tetrahydrofuran / -78 °C 5.1: 47 percent / Ph3CBF4 / tetrahydrofuran / 20 °C 6.1: 80 percent / (+/-)-camphorsulfonic acid / methanol / 20 °C 7.1: 74 percent / silver(I) oxide / CH2Cl2 / 50 °C 8.1: 97 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / -20 - -10 °C 9.1: 80 percent / tert-butyllithium / tetrahydrofuran / -96 - -78 °C 10.1: 83 percent / Zn(BH4)2 / diethyl ether / 2 h / -20 °C 11.1: 93 percent / imidazole / dimethylformamide / 50 °C 12.1: 81 percent / tert-butyllithium; hexamethylphosphoramide / tetrahydrofuran / -78 - -40 °C 13.1: 83 percent / (bis(trifluoroacetoxy)iodo)benzene / tetrahydrofuran; H2O; methanol / 20 °C 14.1: 99 percent / 1,3-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH2Cl2 / 24 h / -5 °C 15.1: 90 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH2Cl2 / 20 °C / pH 7 16.1: 99 percent / (COCl)2; dimethyl sulfoxide; triethylamine / CH2Cl2 17.1: 82 percent / CrCl2 / tetrahydrofuran / 0 - 20 °C 18.1: N-methylpyrrolidinone; [Pd{P(2-furyl)3}2Cl2]; hexamethyltin / 20 °C 18.2: [Pd{P(2-furyl)3}2Cl2]; N-methylpyrrolidinone / 20 °C 19.1: 81 percent / LiAlH(OtBu)3 / tetrahydrofuran / -10 °C 20.1: 81 percent / 4-pyrrolidinopyridine / CH2Cl2 21.1: 89 percent / lithium hydroxide / H2O; tetrahydrofuran / 0 °C 22.1: 88 percent / 2,6-lutidine / CH2Cl2 / -20 - 20 °C 23.1: 66 percent / 2,6-lutidine / CH2Cl2 / -20 °C 24.1: 88 percent / 1,3-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH2Cl2 / 0 - 20 °C 25.1: 81 percent / potassium carbonate / dimethylformamide / 20 °C 26.1: 78 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 - -20 °C 27.1: 80 percent / dimedone / [Pd(PPh3)4] / tetrahydrofuran / 20 °C 28.1: PhI(OAc)2 / acetonitrile; H2O / 0 °C 29.1: 2,9-dimethyl-1,10-phenanthroline; pyridine / CH2Cl2 / 20 °C 30.1: 61 percent / pyridine*HF / tetrahydrofuran / 50 °C View Scheme

1.1: tetra-(n-propyl)ammonium perruthenate; NMO / CH2Cl2 / 0.5 h / 20 °C 2.1: 1.84 g / tetrahydrofuran / 0 - 20 °C 3.1: 64 percent / PS-D lipase / 264 h / 20 °C 4.1: 92 percent / n-Bu4NF / tetrahydrofuran / 5 h / 20 °C 5.1: 78 percent / tetra-(n-propyl)ammonium perruthenate; NMO / CH2Cl2 / 12 h / 20 °C 6.1: Li / diethyl ether 6.2: diethyl ether / 0.08 h / -78 °C View Scheme

1.1: imidazole / dimethylformamide / 0 - 20 °C 2.1: 4.19 g / PPTS; EtOH / 7 h / 50 °C 3.1: 88 percent / TPAP; 4 Angstroem molecular sieves; NMO / CH2Cl2 / 0.5 h / 20 °C 4.1: n-BuLi / tetrahydrofuran; hexane / -78 - -40 °C 4.2: tetrahydrofuran; hexane / 1 h / -30 °C 4.3: tetrahydrofuran; hexane / -20 °C 5.1: 2.44 g / Bu3P; HCO2NH4 / Pd(PPh3)4 / toluene / 1 h / 70 °C 6.1: 97 percent / DDQ; H2O / CH2Cl2 / 0.5 h / 20 °C 7.1: 80 percent / TiCl4 / CH2Cl2; hexane / 0.25 h / -15 °C 8.1: 91 percent / H2 / Rh[(nbd)dppb]BF4 / CH2Cl2 / 2 h / 20 °C / 7500.75 Torr 9.1: 100 percent / PPTS / CH2Cl2 / 2 h / 20 °C 10.1: 96 percent / TBAF / tetrahydrofuran / 3 h / 0 °C 11.1: 89 percent / TPAP; 4 Angstroem molecular sieves; NMO / CH2Cl2 / 0.5 h / 20 °C 12.1: 92 percent / SmI2 / tetrahydrofuran / 0.33 h / -78 °C 13.1: 2,6-lutidine / CH2Cl2 / 0.5 h / 0 °C 14.1: 347 mg / LiOH; aq. H2O2 / tetrahydrofuran / 3 h / 0 °C 15.1: Et3N / benzene / 1 h / 20 °C 16.1: 452 mg / Et3N; DMAP / benzene / 2 h / 20 °C 17.1: 96 percent / PPTS / ethanol / 16 h / 50 °C 18.1: TPAP; NMO; 4 Angstroem molecular sieves / CH2Cl2 / 1.5 h / 20 °C 19.1: SmI2 / tetrahydrofuran / 1 h / -78 °C 19.2: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C 20.1: DMAP / pentane / 168 h / 20 °C 20.2: 31.2 mg / NaBH4; CeCl3*7H2O / methanol / 0.5 h / 0 °C 21.1: 85 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / 0 °C 22.1: 85 percent / NaBH4 / Pd(PPh3)4 / methanol / 0.5 h / 0 °C 23.1: 69 percent / NH3; Et3N; BOP / dioxane; tetrahydrofuran / 48 h / 23 °C 24.1: 31 percent / 2-chloro-1,3-dimethylimidazolinium chloride / CH2Cl2 / 1.5 h / 20 °C 25.1: 73 percent / K2CO3; MeOH / 1.5 h / 20 °C 26.1: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C 27.1: 8.50 mg / NaBH4; CeCl3*7H2O / methanol / 0.08 h / 0 °C 28.1: 75 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C 29.1: 90 percent / DDQ; H2O / CH2Cl2 / 0.25 h / 0 °C 30.1: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C 31.1: NaClO2; NaH2PO4*2H2O; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O / 0.5 h / 20 °C 32.1: 5.20 mg / HF*pyridine; pyridine / tetrahydrofuran / 48 h / 20 °C View Scheme