1.1: 95 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 5 h / 20 °C 2.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 1 h / 20 °C 2.2: 99 percent / 4-(dimethylamino)pyridine / toluene / 1 h 3.1: 85 percent / tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 120 h / 20 °C 4.1: 95 percent / N,N-diisopropylethylamine / CH2Cl2 / 1 h / 20 °C 5.1: 97 percent / DDQ / CH2Cl2; H2O / 1 h / 20 °C 6.1: 77 percent / {[P(c-hexyl)3](1,3-dimesitylimidazolidin-2-yl)Ru(=CHPh)Cl2} / CH2Cl2 / 24 h / 20 °C 7.1: 90 percent / trifluoroacetic acid / CH2Cl2 / 24 h / 20 °C View Scheme

1: 95 percent / N,N-diisopropylethylamine / CH2Cl2 / 1 h / 20 °C 2: 97 percent / DDQ / CH2Cl2; H2O / 1 h / 20 °C 3: 77 percent / {[P(c-hexyl)3](1,3-dimesitylimidazolidin-2-yl)Ru(=CHPh)Cl2} / CH2Cl2 / 24 h / 20 °C 4: 90 percent / trifluoroacetic acid / CH2Cl2 / 24 h / 20 °C View Scheme

1: 85 percent / tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 120 h / 20 °C 2: 95 percent / N,N-diisopropylethylamine / CH2Cl2 / 1 h / 20 °C 3: 97 percent / DDQ / CH2Cl2; H2O / 1 h / 20 °C 4: 77 percent / {[P(c-hexyl)3](1,3-dimesitylimidazolidin-2-yl)Ru(=CHPh)Cl2} / CH2Cl2 / 24 h / 20 °C 5: 90 percent / trifluoroacetic acid / CH2Cl2 / 24 h / 20 °C View Scheme

1.1: Ti(O-i-Pr)4; t-BuOOH; D-(-)-DIPT / CH2Cl2 / 16 h / -15 °C 1.2: Me2S / CH2Cl2 / 0.5 h / -15 °C 1.3: 38 percent / tartaric acid; NaF / CH2Cl2; H2O; diethyl ether / 2 h / 20 °C 2.1: 98 percent / DMAP; CSA; DCC / CH2Cl2 / 20 °C 3.1: 73 percent / TBAF / tetrahydrofuran / 24 h / 0 °C 4.1: 92 percent / DMAP; DCC; CSA / CH2Cl2 / 20 °C 5.1: 70 percent / Zn(BH4)2 / diethyl ether / 1 h / -94 °C 6.1: 88 percent / (i-Pr)2NEt / CH2Cl2 / 16 h / 20 °C 7.1: 93 percent / DDQ / CH2Cl2; H2O / 0.5 h / 20 °C 8.1: NaHCO3; NBS / acetone; H2O / 2 h / -15 °C 8.2: furan; pyridine / acetone; H2O / 20 °C 9.1: NaClO2; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h / 20 °C 10.1: Cl3C6H2COCl; Et3N / tetrahydrofuran / 2 h / 20 °C 10.2: 55 mg / DMAP / toluene / 5 h / 40 °C 11.1: 92 percent / CF3CO2H / CH2Cl2 / 1.5 h / 20 °C 12.1: NaBH4 / methanol / 1 h / 0 °C View Scheme

1.1: 92 percent / DMAP; DCC; CSA / CH2Cl2 / 20 °C 2.1: 70 percent / Zn(BH4)2 / diethyl ether / 1 h / -94 °C 3.1: 88 percent / (i-Pr)2NEt / CH2Cl2 / 16 h / 20 °C 4.1: 93 percent / DDQ / CH2Cl2; H2O / 0.5 h / 20 °C 5.1: NaHCO3; NBS / acetone; H2O / 2 h / -15 °C 5.2: furan; pyridine / acetone; H2O / 20 °C 6.1: NaClO2; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h / 20 °C 7.1: Cl3C6H2COCl; Et3N / tetrahydrofuran / 2 h / 20 °C 7.2: 55 mg / DMAP / toluene / 5 h / 40 °C 8.1: 92 percent / CF3CO2H / CH2Cl2 / 1.5 h / 20 °C 9.1: NaBH4 / methanol / 1 h / 0 °C View Scheme

1.1: NaHCO3; NBS / acetone; H2O / 1 h / -15 °C 1.2: 74 percent / furan; pyridine / 6 h / 20 °C 2.1: NaClO2; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h / 20 °C 3.1: 92 percent / DMAP; DCC; CSA / CH2Cl2 / 20 °C 4.1: 70 percent / Zn(BH4)2 / diethyl ether / 1 h / -94 °C 5.1: 88 percent / (i-Pr)2NEt / CH2Cl2 / 16 h / 20 °C 6.1: 93 percent / DDQ / CH2Cl2; H2O / 0.5 h / 20 °C 7.1: NaHCO3; NBS / acetone; H2O / 2 h / -15 °C 7.2: furan; pyridine / acetone; H2O / 20 °C 8.1: NaClO2; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h / 20 °C 9.1: Cl3C6H2COCl; Et3N / tetrahydrofuran / 2 h / 20 °C 9.2: 55 mg / DMAP / toluene / 5 h / 40 °C 10.1: 92 percent / CF3CO2H / CH2Cl2 / 1.5 h / 20 °C 11.1: NaBH4 / methanol / 1 h / 0 °C View Scheme

1.1: NaClO2; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h / 20 °C 2.1: 92 percent / DMAP; DCC; CSA / CH2Cl2 / 20 °C 3.1: 70 percent / Zn(BH4)2 / diethyl ether / 1 h / -94 °C 4.1: 88 percent / (i-Pr)2NEt / CH2Cl2 / 16 h / 20 °C 5.1: 93 percent / DDQ / CH2Cl2; H2O / 0.5 h / 20 °C 6.1: NaHCO3; NBS / acetone; H2O / 2 h / -15 °C 6.2: furan; pyridine / acetone; H2O / 20 °C 7.1: NaClO2; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h / 20 °C 8.1: Cl3C6H2COCl; Et3N / tetrahydrofuran / 2 h / 20 °C 8.2: 55 mg / DMAP / toluene / 5 h / 40 °C 9.1: 92 percent / CF3CO2H / CH2Cl2 / 1.5 h / 20 °C 10.1: NaBH4 / methanol / 1 h / 0 °C View Scheme

1.1: 92 percent / DMAP; DCC; CSA / CH2Cl2 / 20 °C 2.1: 70 percent / Zn(BH4)2 / diethyl ether / 1 h / -94 °C 3.1: 88 percent / (i-Pr)2NEt / CH2Cl2 / 16 h / 20 °C 4.1: 93 percent / DDQ / CH2Cl2; H2O / 0.5 h / 20 °C 5.1: NaHCO3; NBS / acetone; H2O / 2 h / -15 °C 5.2: furan; pyridine / acetone; H2O / 20 °C 6.1: NaClO2; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h / 20 °C 7.1: Cl3C6H2COCl; Et3N / tetrahydrofuran / 2 h / 20 °C 7.2: 55 mg / DMAP / toluene / 5 h / 40 °C 8.1: 92 percent / CF3CO2H / CH2Cl2 / 1.5 h / 20 °C 9.1: NaBH4 / methanol / 1 h / 0 °C View Scheme

1.1: 73 percent / TBAF / tetrahydrofuran / 24 h / 0 °C 2.1: 92 percent / DMAP; DCC; CSA / CH2Cl2 / 20 °C 3.1: 70 percent / Zn(BH4)2 / diethyl ether / 1 h / -94 °C 4.1: 88 percent / (i-Pr)2NEt / CH2Cl2 / 16 h / 20 °C 5.1: 93 percent / DDQ / CH2Cl2; H2O / 0.5 h / 20 °C 6.1: NaHCO3; NBS / acetone; H2O / 2 h / -15 °C 6.2: furan; pyridine / acetone; H2O / 20 °C 7.1: NaClO2; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h / 20 °C 8.1: Cl3C6H2COCl; Et3N / tetrahydrofuran / 2 h / 20 °C 8.2: 55 mg / DMAP / toluene / 5 h / 40 °C 9.1: 92 percent / CF3CO2H / CH2Cl2 / 1.5 h / 20 °C 10.1: NaBH4 / methanol / 1 h / 0 °C View Scheme

1.1: NaHCO3; NBS / acetone; H2O / 2 h / -15 °C 1.2: furan; pyridine / acetone; H2O / 20 °C 2.1: NaClO2; 2-methyl-2-butene / 2-methyl-propan-2-ol; H2O; various solvent(s) / 2 h / 20 °C 3.1: Cl3C6H2COCl; Et3N / tetrahydrofuran / 2 h / 20 °C 3.2: 55 mg / DMAP / toluene / 5 h / 40 °C 4.1: 92 percent / CF3CO2H / CH2Cl2 / 1.5 h / 20 °C 5.1: NaBH4 / methanol / 1 h / 0 °C View Scheme