1: LiHMDS, Et2OBF3 2: TFA / CH2Cl2 3: DMAP 4: 2,6-lutidine 5: 66 percent / 1.) DIBAL-H; 2.) Et3SiH, Et2O*BF3 6: 1.) LiHMDS; 2.) PhSeCl / 1.) THF, 0 deg C; 2.) r.t. 7: 65 percent / NaH / tetrahydrofuran 8: KHMDS / tetrahydrofuran / 0 - 20 °C 9: hydrogen peroxide / tetrahydrofuran / 0 °C 10: 78 percent / hydrogen / PtO2 / ethanol / 360 h / 4137.2 Torr 11: 67 percent / aq. NaCl / dimethylsulfoxide / 2 h / 170 °C 12: TFA 13: Et3N 14: 50 percent / EtO2*BF3 / CH2Cl2 / Ambient temperature 15: 95 percent / sodium methoxide / 4 h / Ambient temperature 16: LiHMDS / tetrahydrofuran / 0 °C 17: 85 percent / 1.) 1N NaOH; 2.) HCl; 3.) Dowex50xB View Scheme

1.1: LiN(SiMe3)2 / tetrahydrofuran / 0.75 h / -78 °C 1.2: 28 percent / tetrahydrofuran / -78 °C 2.1: LiOH / H2O; tetrahydrofuran 3.1: TFA / CH2Cl2 View Scheme

1: 78 percent / tetrahydrofuran / -40 °C 2: 87 percent / TFA / CH2Cl2 3: 1.) DDQ; 2.) 10percent NaOH / 1.) CH2Cl2, rt., 1 h; 2.) reflux, 12 h View Scheme

2: lithium hydroxide / tetrahydrofuran; methanol; water / 20 °C View Scheme

暂无反应条件数据

1: (S)-1-tert-butyl 2-ethyl 5-oxopyrrolidine-1,2-dicarboxylate With lithium hexamethyldisilazane in tetrahydrofuran T=-78°C; 1 h; 2: allyl bromide in tetrahydrofuran T=-78°C;

lithium hexamethyldisilazane in tetrahydrofuran T=-78°C; 1.) 1 h, 2.) 2 h; Product distribution;

1.1: LiN(SiMe3)2 / tetrahydrofuran / 0.75 h / -78 °C 1.2: 37 percent / tetrahydrofuran / -78 °C 2.1: LiOH / H2O; tetrahydrofuran 3.1: TFA / CH2Cl2 View Scheme

1: lithium triethylborohydride / toluene / -70 - -60 °C 2: 4-(N,N-dimethlyamino)pyridine; trifluoroacetic anhydride; N-ethyl-N,N-diisopropylamine 3: water; lithium hydroxide hydrate / ethanol 4: ammonia; N-ethyl-N,N-diisopropylamine; methanesulfonyl chloride / tetrahydrofuran 5: diethylzinc / ethylene glycol dimethyl ether; dichloromethane / -30 - 20 °C 6: isopropyl alcohol / 60 °C 7: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h View Scheme

1: 71 percent / tetrahydrofuran / a) -40 deg C, 1 h, b) 0 deg C, 1 h 2: 94 percent / TFA / CH2Cl2 / 2 h / 0 °C 3: 99 percent / H2 / PtO2 / ethanol / 22501.8 Torr / Ambient temperature View Scheme