1: 93 percent / (R,R)-diisopropyl tartrate, 4 Angstroem molecular sieves / toluene / 1.) -78 deg C, 3 h, 2.) r.t., 12 h 2: TBAF / tetrahydrofuran / 0.5 h 3: TsOH / 0.25 h 4: 1.) catecholborane, 2.) H2O2, NaOH / 1.) (PPh3)3RhCl / 1.) THF, 45 min 5: 1.) (COCl)2, DMSO, 2.) Et3N 6: NaH / tetrahydrofuran / 4 h 7: H2 / 10percent Pd/C / ethanol; ethyl acetate / 5 h 8: tetrahydrofuran / 3 h 9: HCl, H2O / tetrahydrofuran / 3 h / 50 °C 10: 90 percent / TsOH / benzene / 0.5 h 11: 94 percent / 2,6-lutidine / CH2Cl2 / 4 h / -78 °C 12: 75 percent / DIBAL-H / CH2Cl2 / 1.5 h / -78 - -15 °C 13: 1.) (COCl)2, DMSO, 2.) Et3N 15: 2,6-lutidine / CH2Cl2 / 4 h / -50 °C 16: DDQ, H2O / CH2Cl2 / 3 h / 0 °C 17: Dess-Martin periodinane 18: Mo(CHMe2Ph)<N(2,6-(i-Pr)2C6H3)><OCMe(CF3)2>2 / benzene / 4 h / 55 °C 19: 60 percent / HF*pyridine / tetrahydrofuran / 3 h View Scheme

1: 87 percent / H2O / hexane; 1,2-dichloro-ethane / -30 °C 2: 2,6-lutidine / CH2Cl2 / 0.75 h 4: 93 percent / (R,R)-diisopropyl tartrate, 4 Angstroem molecular sieves / toluene / 1.) -78 deg C, 3 h, 2.) r.t., 12 h 5: TBAF / tetrahydrofuran / 0.5 h 6: TsOH / 0.25 h 7: 1.) catecholborane, 2.) H2O2, NaOH / 1.) (PPh3)3RhCl / 1.) THF, 45 min 8: 1.) (COCl)2, DMSO, 2.) Et3N 9: NaH / tetrahydrofuran / 4 h 10: H2 / 10percent Pd/C / ethanol; ethyl acetate / 5 h 11: tetrahydrofuran / 3 h 12: HCl, H2O / tetrahydrofuran / 3 h / 50 °C 13: 90 percent / TsOH / benzene / 0.5 h 14: 94 percent / 2,6-lutidine / CH2Cl2 / 4 h / -78 °C 15: 75 percent / DIBAL-H / CH2Cl2 / 1.5 h / -78 - -15 °C 16: 1.) (COCl)2, DMSO, 2.) Et3N 18: 2,6-lutidine / CH2Cl2 / 4 h / -50 °C 19: DDQ, H2O / CH2Cl2 / 3 h / 0 °C 20: Dess-Martin periodinane 21: Mo(CHMe2Ph)<N(2,6-(i-Pr)2C6H3)><OCMe(CF3)2>2 / benzene / 4 h / 55 °C 22: 60 percent / HF*pyridine / tetrahydrofuran / 3 h View Scheme

1: TBAF / tetrahydrofuran / 0.5 h 2: TsOH / 0.25 h 3: 1.) catecholborane, 2.) H2O2, NaOH / 1.) (PPh3)3RhCl / 1.) THF, 45 min 4: 1.) (COCl)2, DMSO, 2.) Et3N 5: NaH / tetrahydrofuran / 4 h 6: H2 / 10percent Pd/C / ethanol; ethyl acetate / 5 h 7: tetrahydrofuran / 3 h 8: HCl, H2O / tetrahydrofuran / 3 h / 50 °C 9: 90 percent / TsOH / benzene / 0.5 h 10: 94 percent / 2,6-lutidine / CH2Cl2 / 4 h / -78 °C 11: 75 percent / DIBAL-H / CH2Cl2 / 1.5 h / -78 - -15 °C 12: 1.) (COCl)2, DMSO, 2.) Et3N 14: 2,6-lutidine / CH2Cl2 / 4 h / -50 °C 15: DDQ, H2O / CH2Cl2 / 3 h / 0 °C 16: Dess-Martin periodinane 17: Mo(CHMe2Ph)<N(2,6-(i-Pr)2C6H3)><OCMe(CF3)2>2 / benzene / 4 h / 55 °C 18: 60 percent / HF*pyridine / tetrahydrofuran / 3 h View Scheme

1: 1.) (COCl)2, DMSO, 2.) Et3N 3: 2,6-lutidine / CH2Cl2 / 4 h / -50 °C 4: DDQ, H2O / CH2Cl2 / 3 h / 0 °C 5: Dess-Martin periodinane 6: Mo(CHMe2Ph)<N(2,6-(i-Pr)2C6H3)><OCMe(CF3)2>2 / benzene / 4 h / 55 °C 7: 60 percent / HF*pyridine / tetrahydrofuran / 3 h View Scheme

2: 2,6-lutidine / CH2Cl2 / 4 h / -50 °C 3: DDQ, H2O / CH2Cl2 / 3 h / 0 °C 4: Dess-Martin periodinane 5: Mo(CHMe2Ph)<N(2,6-(i-Pr)2C6H3)><OCMe(CF3)2>2 / benzene / 4 h / 55 °C 6: 60 percent / HF*pyridine / tetrahydrofuran / 3 h View Scheme

1: 2,6-lutidine / CH2Cl2 / 4 h / -50 °C 2: DDQ, H2O / CH2Cl2 / 3 h / 0 °C 3: Dess-Martin periodinane 4: Mo(CHMe2Ph)<N(2,6-(i-Pr)2C6H3)><OCMe(CF3)2>2 / benzene / 4 h / 55 °C 5: 60 percent / HF*pyridine / tetrahydrofuran / 3 h View Scheme

1: 1.20 g / EDCI; DMAP / CH2Cl2 / 5 h / 0 - 20 °C 2: 38 percent / second generation Grubbs' catalyst / toluene / 110 °C 3: 97 percent / HF*pyridine / tetrahydrofuran / 3 h / 20 °C 4: 91 percent / TrisNHNH2; Et3N / 1,2-dichloro-ethane / 7 h / 50 °C View Scheme

1.1: EDCI; DMAP / CH2Cl2 / 0 - 20 °C 2.1: 78 percent / second generation Grubbs' catalyst / toluene / 110 °C 3.1: KHMDS / tetrahydrofuran; toluene / 0 °C 3.2: 76 percent / tetrahydrofuran; toluene / -78 - -20 °C 4.1: 97 percent / HF*pyridine / tetrahydrofuran / 3 h / 20 °C 5.1: 91 percent / TrisNHNH2; Et3N / 1,2-dichloro-ethane / 7 h / 50 °C View Scheme

1: 38 percent / second generation Grubbs' catalyst / toluene / 110 °C 2: 97 percent / HF*pyridine / tetrahydrofuran / 3 h / 20 °C 3: 91 percent / TrisNHNH2; Et3N / 1,2-dichloro-ethane / 7 h / 50 °C View Scheme

1: 78 percent / n-BuLi / tetrahydrofuran; hexane / -78 - -5 °C 2: TESOTf; 2,6-lutidine / CH2Cl2 / 3 h / 20 °C 3: 380 mg / EDCI; DMAP / CH2Cl2 / 2 h / 20 °C 4: 78 percent / Cl2(PCy3)Ru(=CHPh)[cyclo(CHNMesCH2CH2NMes)] / toluene / 0.17 h / 110 °C 5: 76 percent / KHMDS / tetrahydrofuran; toluene / -78 - -20 °C 6: 97 percent / HF*pyridine / tetrahydrofuran / 3 h / 20 °C 7: 91 percent / TrisNHNH2; Et3N / 1,2-dichloro-ethane / 7 h / 50 °C View Scheme