反应条件
1.1: osmium(VIII) oxide; potassium carbonate; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 36 h / 20 °C / Inert atmosphere 2.1: sodium periodate; silica gel / dichloromethane; water / 1 h / 20 °C / Inert atmosphere 3.1: (S)-[α,α-bis(3,5-bistrifluoromethyl)phenyl]-2-pyrrolidine methanol trimethylsilyl ether / dichloromethane / 36 h / 4 °C 3.2: -5 °C 4.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere 4.2: 1.5 h / -78 °C / Inert atmosphere 5.1: Pearlman's catalist; hydrogen / ethyl acetate / 6 h / 20 °C / Inert atmosphere 6.1: pyridine; 4-(N,N-dimethlyamino)pyridine / 0.75 h / 0 - 20 °C / Inert atmosphere 7.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere 7.2: 12 h / -65 °C / Inert atmosphere 8.1: sodium tetrahydroborate / methanol / 2 h / 20 °C / Cooling with ice; Inert atmosphere 9.1: pyridine / 1.5 h / 0 - 20 °C / Inert atmosphere 10.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere 11.1: methanesulfonamide; (DHQ)2-PHAL / water; tert-butyl alcohol / 72 h / 4 °C / Inert atmosphere 12.1: orthoacetic acid trimethyl ester; pyridinium p-toluenesulfonate / dichloromethane / 5 h / 20 °C / Inert atmosphere 12.2: 3 h / 20 °C / Inert atmosphere 12.3: 2 h / 20 °C / Inert atmosphere 13.1: diisobutylaluminium hydride / hexane; toluene / 0.33 h / -78 °C / Inert atmosphere 14.1: N,N-dimethyl-formamide / 4 h / Reflux; Inert atmosphere 15.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 16.1: hydrogenchloride; methanol / 5 h / 20 °C / Inert atmosphere 17.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C / Inert atmosphere 17.2: -78 - 0 °C / Inert atmosphere 18.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 18.2: 0.5 h / 0 °C 19.1: methanol; potassium carbonate / 1.5 h / 20 °C / Inert atmosphere View Scheme
参考文献
Tetrahedron Letters, , vol. 52, # 8 p. 923 - 927