hydrogen bromide in dimethyl sulfoxide T=80°C; Reagent/catalyst;

water in benzene

1.1: acetic acid 1.2: 100 °C 2.1: L-Selectridereg; / tetrahydrofuran / -78 °C 3.1: bis(cyclopentadienyl)dimethyltitanium / toluene / 60 °C 4.1: palladium 10 on activated carbon; hydrogen; toluene-4-sulfonic acid / methanol / 5 h / 20 °C View Scheme

1.1: acetic acid 1.2: 100 °C 2.1: L-Selectridereg; / tetrahydrofuran / -78 °C 3.1: bis(cyclopentadienyl)dimethyltitanium / toluene / 60 °C 4.1: palladium 10 on activated carbon; hydrogen; toluene-4-sulfonic acid / methanol / 5 h / 20 °C 5.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C View Scheme