1: 52.9 mg / toluene / 3.5 h / Heating 2: TFA / CH2Cl2 / 1.17 h / 0 - 20 °C 3: LiOH; H2O / methanol; tetrahydrofuran / 60 h / 20 °C 4: 6.4 mg / DIPEA; BOPCl / toluene / 37 h / 85 °C 5: CH2Cl2 / 0.67 h / 20 °C 6: K2CO3; MeOH / 1.5 h / 20 °C 7: 2.9 mg / aq. cerium ammonium nitrate / acetonitrile / 1 h / -10 °C View Scheme

1: 97 percent / N,N-dimethylbarbituric acid; Pd(PPh3)4 / CH2Cl2 / 2.5 h / Heating 2: 75 percent / Et3N; N,N-dimethylaminopyridine / tetrahydrofuran / 6 h / Heating 3: TBAF / tetrahydrofuran / 24 h / 20 °C 4: 89 percent / diisopropylethylamine / CH2Cl2 / 6 h / -78 °C 5: 72 percent / second generation Grubbs catalyst / toluene / 2 h / Heating 6: DIBAL-H / diethyl ether; hexane / 2 h / -78 °C 7: 52.9 mg / toluene / 3.5 h / Heating 8: TFA / CH2Cl2 / 1.17 h / 0 - 20 °C 9: LiOH; H2O / methanol; tetrahydrofuran / 60 h / 20 °C 10: 6.4 mg / DIPEA; BOPCl / toluene / 37 h / 85 °C 11: CH2Cl2 / 0.67 h / 20 °C 12: K2CO3; MeOH / 1.5 h / 20 °C 13: 2.9 mg / aq. cerium ammonium nitrate / acetonitrile / 1 h / -10 °C View Scheme

1: 100 percent / NaH / dimethylformamide / 0 - 20 °C 2: 97 percent / N,N-dimethylbarbituric acid; Pd(PPh3)4 / CH2Cl2 / 2.5 h / Heating 3: 75 percent / Et3N; N,N-dimethylaminopyridine / tetrahydrofuran / 6 h / Heating 4: TBAF / tetrahydrofuran / 24 h / 20 °C 5: 89 percent / diisopropylethylamine / CH2Cl2 / 6 h / -78 °C 6: 72 percent / second generation Grubbs catalyst / toluene / 2 h / Heating 7: DIBAL-H / diethyl ether; hexane / 2 h / -78 °C 8: 52.9 mg / toluene / 3.5 h / Heating 9: TFA / CH2Cl2 / 1.17 h / 0 - 20 °C 10: LiOH; H2O / methanol; tetrahydrofuran / 60 h / 20 °C 11: 6.4 mg / DIPEA; BOPCl / toluene / 37 h / 85 °C 12: CH2Cl2 / 0.67 h / 20 °C 13: K2CO3; MeOH / 1.5 h / 20 °C 14: 2.9 mg / aq. cerium ammonium nitrate / acetonitrile / 1 h / -10 °C View Scheme

1: 72 percent / second generation Grubbs catalyst / toluene / 2 h / Heating 2: DIBAL-H / diethyl ether; hexane / 2 h / -78 °C 3: 52.9 mg / toluene / 3.5 h / Heating 4: TFA / CH2Cl2 / 1.17 h / 0 - 20 °C 5: LiOH; H2O / methanol; tetrahydrofuran / 60 h / 20 °C 6: 6.4 mg / DIPEA; BOPCl / toluene / 37 h / 85 °C 7: CH2Cl2 / 0.67 h / 20 °C 8: K2CO3; MeOH / 1.5 h / 20 °C 9: 2.9 mg / aq. cerium ammonium nitrate / acetonitrile / 1 h / -10 °C View Scheme

1: TBAF / tetrahydrofuran / 24 h / 20 °C 2: 89 percent / diisopropylethylamine / CH2Cl2 / 6 h / -78 °C 3: 72 percent / second generation Grubbs catalyst / toluene / 2 h / Heating 4: DIBAL-H / diethyl ether; hexane / 2 h / -78 °C 5: 52.9 mg / toluene / 3.5 h / Heating 6: TFA / CH2Cl2 / 1.17 h / 0 - 20 °C 7: LiOH; H2O / methanol; tetrahydrofuran / 60 h / 20 °C 8: 6.4 mg / DIPEA; BOPCl / toluene / 37 h / 85 °C 9: CH2Cl2 / 0.67 h / 20 °C 10: K2CO3; MeOH / 1.5 h / 20 °C 11: 2.9 mg / aq. cerium ammonium nitrate / acetonitrile / 1 h / -10 °C View Scheme

1: TFA / CH2Cl2 / 1.17 h / 0 - 20 °C 2: LiOH; H2O / methanol; tetrahydrofuran / 60 h / 20 °C 3: 6.4 mg / DIPEA; BOPCl / toluene / 37 h / 85 °C 4: CH2Cl2 / 0.67 h / 20 °C 5: K2CO3; MeOH / 1.5 h / 20 °C 6: 2.9 mg / aq. cerium ammonium nitrate / acetonitrile / 1 h / -10 °C View Scheme

1: 76 percent / AcOH; Br2 / 1 h / Heating 2: 72 percent / K2CO3 / acetone / 5 h / Heating 3: Fe; AcOH / H2O / 1.5 h / Heating 4: 6.60 g / Na2CO3 / dimethylformamide / 25 h / Heating 5: 54 percent / n-BuLi / diethyl ether; hexane / 1.5 h / -78 °C 6: 100 percent / NaH / dimethylformamide / 0 - 20 °C 7: 97 percent / N,N-dimethylbarbituric acid; Pd(PPh3)4 / CH2Cl2 / 2.5 h / Heating 8: 75 percent / Et3N; N,N-dimethylaminopyridine / tetrahydrofuran / 6 h / Heating 9: TBAF / tetrahydrofuran / 24 h / 20 °C 10: 89 percent / diisopropylethylamine / CH2Cl2 / 6 h / -78 °C 11: 72 percent / second generation Grubbs catalyst / toluene / 2 h / Heating 12: DIBAL-H / diethyl ether; hexane / 2 h / -78 °C 13: 52.9 mg / toluene / 3.5 h / Heating 14: TFA / CH2Cl2 / 1.17 h / 0 - 20 °C 15: LiOH; H2O / methanol; tetrahydrofuran / 60 h / 20 °C 16: 6.4 mg / DIPEA; BOPCl / toluene / 37 h / 85 °C 17: CH2Cl2 / 0.67 h / 20 °C 18: K2CO3; MeOH / 1.5 h / 20 °C 19: 2.9 mg / aq. cerium ammonium nitrate / acetonitrile / 1 h / -10 °C View Scheme

1: Fe; AcOH / H2O / 1.5 h / Heating 2: 6.60 g / Na2CO3 / dimethylformamide / 25 h / Heating 3: 54 percent / n-BuLi / diethyl ether; hexane / 1.5 h / -78 °C 4: 100 percent / NaH / dimethylformamide / 0 - 20 °C 5: 97 percent / N,N-dimethylbarbituric acid; Pd(PPh3)4 / CH2Cl2 / 2.5 h / Heating 6: 75 percent / Et3N; N,N-dimethylaminopyridine / tetrahydrofuran / 6 h / Heating 7: TBAF / tetrahydrofuran / 24 h / 20 °C 8: 89 percent / diisopropylethylamine / CH2Cl2 / 6 h / -78 °C 9: 72 percent / second generation Grubbs catalyst / toluene / 2 h / Heating 10: DIBAL-H / diethyl ether; hexane / 2 h / -78 °C 11: 52.9 mg / toluene / 3.5 h / Heating 12: TFA / CH2Cl2 / 1.17 h / 0 - 20 °C 13: LiOH; H2O / methanol; tetrahydrofuran / 60 h / 20 °C 14: 6.4 mg / DIPEA; BOPCl / toluene / 37 h / 85 °C 15: CH2Cl2 / 0.67 h / 20 °C 16: K2CO3; MeOH / 1.5 h / 20 °C 17: 2.9 mg / aq. cerium ammonium nitrate / acetonitrile / 1 h / -10 °C View Scheme

1: 72 percent / K2CO3 / acetone / 5 h / Heating 2: Fe; AcOH / H2O / 1.5 h / Heating 3: 6.60 g / Na2CO3 / dimethylformamide / 25 h / Heating 4: 54 percent / n-BuLi / diethyl ether; hexane / 1.5 h / -78 °C 5: 100 percent / NaH / dimethylformamide / 0 - 20 °C 6: 97 percent / N,N-dimethylbarbituric acid; Pd(PPh3)4 / CH2Cl2 / 2.5 h / Heating 7: 75 percent / Et3N; N,N-dimethylaminopyridine / tetrahydrofuran / 6 h / Heating 8: TBAF / tetrahydrofuran / 24 h / 20 °C 9: 89 percent / diisopropylethylamine / CH2Cl2 / 6 h / -78 °C 10: 72 percent / second generation Grubbs catalyst / toluene / 2 h / Heating 11: DIBAL-H / diethyl ether; hexane / 2 h / -78 °C 12: 52.9 mg / toluene / 3.5 h / Heating 13: TFA / CH2Cl2 / 1.17 h / 0 - 20 °C 14: LiOH; H2O / methanol; tetrahydrofuran / 60 h / 20 °C 15: 6.4 mg / DIPEA; BOPCl / toluene / 37 h / 85 °C 16: CH2Cl2 / 0.67 h / 20 °C 17: K2CO3; MeOH / 1.5 h / 20 °C 18: 2.9 mg / aq. cerium ammonium nitrate / acetonitrile / 1 h / -10 °C View Scheme

1.1: 96 percent / (S,S)-chiral titanium complex / diethyl ether; tetrahydrofuran / 5 h / -78 °C 2.1: 97 percent / KH / tetrahydrofuran / 0 - 20 °C 3.1: 98 percent / [1,3-Mes2-(N2C3H5)]Cl2(PCy3)Ru=CHPh; N-allyl-N-tritylamine; diisopropylethylamine / toluene / 3.5 h / Heating 4.1: OsO4; H2O; N-methylmorpholine N-oxide / acetone / 16 h / 20 °C 5.1: aq. NaIO4 / acetone / 2.5 h / 20 °C 6.1: 2.73 g / 4 Angstroem molecular sieves / toluene / 2.5 h / -78 - 0 °C 7.1: 92 percent / KH / tetrahydrofuran / 0 - 20 °C 8.1: OsO4; H2O; N-methylmorpholine N-oxide / acetone / 18 h / 20 °C 9.1: aq. NaIO4 / acetone / 2.5 h / 20 °C 10.1: s-BuLi / tetrahydrofuran; cyclohexane / 4.5 h / -78 - -20 °C 10.2: 1.18 g / citric acid / tetrahydrofuran; cyclohexane; H2O / pH 4 - 5 11.1: BF3*Et2O / tetrahydrofuran; cyclohexane / -78 - -5 °C 11.2: 1.49 g / ethanolamine / pentane / 2.5 h / 0 °C 12.1: 94 percent / 2,6-lutidine / CH2Cl2 / 10 h / -78 °C 13.1: 82 percent / NH4F; MeOH / 9.5 h / Heating 14.1: Dess-Martin periodinane; NaHCO3 / CH2Cl2 / 4 h 15.1: 54 percent / n-BuLi / diethyl ether; hexane / 1.5 h / -78 °C 16.1: 100 percent / NaH / dimethylformamide / 0 - 20 °C 17.1: 97 percent / N,N-dimethylbarbituric acid; Pd(PPh3)4 / CH2Cl2 / 2.5 h / Heating 18.1: 75 percent / Et3N; N,N-dimethylaminopyridine / tetrahydrofuran / 6 h / Heating 19.1: TBAF / tetrahydrofuran / 24 h / 20 °C 20.1: 89 percent / diisopropylethylamine / CH2Cl2 / 6 h / -78 °C 21.1: 72 percent / second generation Grubbs catalyst / toluene / 2 h / Heating 22.1: DIBAL-H / diethyl ether; hexane / 2 h / -78 °C 23.1: 52.9 mg / toluene / 3.5 h / Heating 24.1: TFA / CH2Cl2 / 1.17 h / 0 - 20 °C 25.1: LiOH; H2O / methanol; tetrahydrofuran / 60 h / 20 °C 26.1: 6.4 mg / DIPEA; BOPCl / toluene / 37 h / 85 °C 27.1: CH2Cl2 / 0.67 h / 20 °C 28.1: K2CO3; MeOH / 1.5 h / 20 °C 29.1: 2.9 mg / aq. cerium ammonium nitrate / acetonitrile / 1 h / -10 °C View Scheme