sodium tetrahydroborate in methanol T=20°C; Reduction; 48 h;

bis(η3-allyl-μ-chloropalladium(II)) in benzene T=65°C; 11 h;

1.1: sodium cyanoborohydride / methanol / 16 h / 0 - 20 °C / Inert atmosphere 2.1: acetic acid / water; acetonitrile / 0.5 h / 20 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: pyridine; 1,10-phenanthroline; potassium tert-butylate / 0.18 h / 20 - 160 °C / Inert atmosphere; Microwave irradiation 4.1: BaMnO4 / dichloromethane / 12 h / 45 °C / Inert atmosphere View Scheme

1.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / |Inert atmosphere 1.2: -78 - 20 °C / |Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / |Inert atmosphere; |Cooling 2.2: 1 h / |Inert atmosphere View Scheme