1: potassium phosphate; tris-(o-tolyl)phosphine / tris-(dibenzylideneacetone)dipalladium(0) / tetrahydrofuran / 16 h / 20 °C / Sealed; Inert atmosphere 2: trifluoroacetic acid; triethylsilane / dichloromethane / 3 h / 0 °C View Scheme

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;

hydrogenchloride; sodium periodate; water in tetrahydrofuran T=20°C; Inert atmosphere;

copper(ll) bromide in methanol T=80°C;

NH4I; Cu(NO3)2*3H2O; oxygen; acetic acid T=130°C; 18 h;

Cu(NO3)2*3H2O; cesium fluoride in methanol; water T=100°C; 6 h;

1: hydrogenchloride; sodium periodate; water / tetrahydrofuran / 20 °C / Inert atmosphere 2: [{Rh(OH)(cod)}2]; potassium carbonate / 1,4-dioxane / 4 h / 80 °C / Inert atmosphere View Scheme

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydroxide in tert-butyl methyl ether; water T=80°C; Suzuki-Miyaura coupling; 3 h;