1: 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-indole-1-carboxylic acid tert-butyl ester With diethylzinc in toluene T=70°C; 12 h; Inert atmosphere; 2: 3,4-dihydro-isoquinoline 2-oxide; diethylzinc With [(1S)-1-((S)-1-methylpropyl)-(2-morpholin-4-ylethyl)]carbamic acid tert-butyl ester in dichloromethane; toluene T=-30 - -20°C; 24.25 h; Inert atmosphere; 3: With methanol in dichloromethane; toluene T=-20°C; Inert atmosphere; optical yield given as percent eeenantioselective reaction;

1: 1,3-dimethoxy-5-pinacolboronate With diethylzinc in toluene T=70°C; 12 h; Inert atmosphere; 2: 3,4-dihydro-isoquinoline 2-oxide; diethylzinc With [(1S)-1-((S)-1-methylpropyl)-(2-morpholin-4-ylethyl)]carbamic acid tert-butyl ester in dichloromethane; toluene T=-30 - -20°C; 24.25 h; Inert atmosphere; 3: With methanol in dichloromethane; toluene T=-20°C; Inert atmosphere; optical yield given as percent eeenantioselective reaction;

1: t-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl carbonate With diethylzinc in toluene T=70°C; 12 h; Inert atmosphere; 2: 3,4-dihydro-isoquinoline 2-oxide; diethylzinc With [(1S)-1-((S)-1-methylpropyl)-(2-morpholin-4-ylethyl)]carbamic acid tert-butyl ester in dichloromethane; toluene T=-30 - -20°C; 24.25 h; Inert atmosphere; 3: With methanol in dichloromethane; toluene T=-20°C; Inert atmosphere; optical yield given as percent eeenantioselective reaction;

sodium hydroxide in ethanol; water 3 h; Heating;

platinum Hydrogenation;

sodium tetrahydroborate; trifluoromethanesulphonyl fluoride; tetraethylammonium cyanide Yield given. Multistep reaction;

1: phosphorus (V)-oxide; tetralin 2: platinum / Hydrogenation View Scheme

暂无反应条件数据

1: 99 percent / 1 h / 60 °C 2: 96 percent / NaIO4 / methanol; H2O / 13 h / 20 °C 3: 99 percent / trifluoroacetic anhydride; BF3*Et2O / benzene / 1.5 h / 20 °C 4: 83 percent / NiCl2*6H2O; NaBH4 / methanol; tetrahydrofuran / 0.5 h / 20 °C 5: 59 percent / NaOH / ethanol; H2O / 3 h / Heating View Scheme

1: 96 percent / NaIO4 / methanol; H2O / 13 h / 20 °C 2: 99 percent / trifluoroacetic anhydride; BF3*Et2O / benzene / 1.5 h / 20 °C 3: 83 percent / NiCl2*6H2O; NaBH4 / methanol; tetrahydrofuran / 0.5 h / 20 °C 4: 59 percent / NaOH / ethanol; H2O / 3 h / Heating View Scheme