sodium hydroxide; water in ethyl acetate 0.166667 h;

1: With 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate in toluene T=100°C; 1 h; Inert atmosphere; 2: With hydrogen bromide in toluene T=60°C; Time;

hydrogen bromide in water; ethyl acetate T=20°C; 1 h;

hydrogen bromide in water T=85°C;

1: With 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate 6 h; RefluxInert atmosphere; 2: With hydrogen bromide in toluene T=60°C;

water; hydrogen bromide in methanol 2 h; Heating / reflux; Product distribution / selectivity;

T=75°C; Product distribution / selectivity;

β-glucuronidase solution T=37°C; pH=6.8; 0.5 h; Phosphate buffer;

β-glucuronidase solution T=37°C; pH=6.8; 0.5 h; Phosphate buffer;

1.1: potassium iodide / 1-methyl-pyrrolidin-2-one / 26 h / 120 °C 2.1: lithium borohydride / tetrahydrofuran / 18 h / 0 °C 2.2: 1 h 3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere 3.2: 1 h / -78 - 20 °C / Inert atmosphere 4.1: sodium cyanoborohydride; acetic acid / tetrahydrofuran / 21 h / 45 °C 5.1: sodium methylate / methanol / 1 h / Inert atmosphere 6.1: water; sodium hydroxide / acetone / 0.08 h 7.1: β-glucuronidase solution / 0.5 h / 37 °C / pH 6.8 / Phosphate buffer View Scheme