反应条件
Multi-step reaction with 15 steps 1: pyridine / tetrahydrofuran / 18 h / 22 °C2: 84 percent / lead tetraacetate / benzene / 8 h / 22 °C3: CH2Cl2 / 10 h / 23 °C4: 10percent aq. hydrochloric acid / tetrahydrofuran / 20 h / 23 °C5: 99 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -23 °C6: 1.) sodium hydride / dimethylformamide / 1.) 25 deg C, 30 min; 2.) 25 deg C, 1 h7: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating8: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min9: 83 percent / acetyl chloride / methanol / 2 h / 50 °C10: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C11: tetrahydrofuran / 20 h / 23 °C12: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C13: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C14: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C15: 88 percent / sodium bicarbonate, EDCI / dimethylformamide / 17 h / 24 °C
参考文献
Boger,D.L.; Coleman,R.S. Journal of the American Chemical Society, 1988 , vol. 110, p. 4796