反应条件
1: 87 percent / TBAF*3H2O / tetrahydrofuran / 12 h / Ambient temperature 2: 1.) oxalyl chloride, DMSO, 2.) N-methylmorpholine / 1.) CH2Cl2, -50 deg C, 2 min, 2.) CH2Cl2, -55 to 50 deg C, 20 min 3: 1.) tin(II) triflate, N-ethylpiperidine / 1.) CH2Cl2, -45 deg C, 3 h, 2.) CH2Cl2, -80 deg C, 20 min 4: 82 percent / NaBH4, H2O / tetrahydrofuran / 1.5 h 5: 94 percent / imidazole, DMAP / CH2Cl2 / 3 h / Ambient temperature 6: 93 percent / H2 / 5percent Pd/C / ethyl acetate / 15 h / Ambient temperature 7: N-methylmorpholine N-oxide / (Ph3P)3RuCl2 / acetone / 72 h / Ambient temperature 8: BuLi / diethyl ether / 1.) -30 deg C, 30 min, 2.) -50 to 0 deg C, 1 h 9: BF3*Et2O / 2 h / Ambient temperature 10: t-BuOK, 18-crown-6 / pentane / 2.5 h / Ambient temperature 11: BuLi / diethyl ether / 1.) -80 to -30 deg C, 1.5 h, 2.) -60 deg C to r.t., 5 h 12: H2SO4, H2O / tetrahydrofuran / 0.42 h / Ambient temperature 13: HF, I2, H2O / acetonitrile / 48 h / Ambient temperature 14: 82 percent / 2,6-lutidine / CH2Cl2 15: 14 percent / CeCl3*7H2O, NaBH4 / methanol / 1.67 h / -60 - 0 °C 16: DMAP, pyridine / CH2Cl2 / 12 h / Ambient temperature 17: pyridine*HF / tetrahydrofuran / 1 h / Ambient temperature 18: Dess-Martin periodinane / 0.67 h / Ambient temperature 19: tetrahydrofuran / 1 h / -80 - -47 °C 20: Dess-Martin periodinane / CH2Cl2 / 0.42 h / Ambient temperature 21: pyridine, CSA / CH2Cl2 / 1 h / Ambient temperature 22: 88 percent / K2CO3 / methanol / 60 h / Ambient temperature 23: 90 percent / 2,6-lutidine / CH2Cl2 24: 1.) dicyclohexylmagnesium bromide / 1.) THF, -65 to -50 deg C, 35 min, 2.) THF, -65 to -50 deg C, 40 min 25: 93 percent / TBAF / tetrahydrofuran / 34 h / Ambient temperature 26: 3 Angstroem molecular sieves, TFA / CH2Cl2 / 0.6 h / Ambient temperature View Scheme
参考文献
Kocienski, Philip J.; Brown, Richard C. D.; Pommier, Agnes; Procter, Martin; Schmidt, Bernd
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1998 , # 1 p. 9 - 40
