lithium aluminium deuteride; niobium pentachloride in ethylene glycol dimethyl ether 5.6 h; Heating;

methanol-d1; magnesium; palladium on activated charcoal T=20°C; 24 h;

sodium amalgam; methanol-d1 2 h; Heating;

1: 19 percent / lithium aluminum hydride / niobium(V) chloride / 1,2-dimethoxy-ethane / 0.6 h / Heating 2: 100 percent / lithium aluminum deuteride / niobium(V) chloride / 1,2-dimethoxy-ethane / 5.6 h / Heating View Scheme

1: 93 percent / aq. K3PO4 / toluene / 1 h 2: 81 percent / Mg; CH3OD / Pd/C / 24 h / 20 °C View Scheme

copper(l) iodide; 1,10-phenanthroline; TMSCF2D; cesium fluoride in 1-methyl-pyrrolidin-2-one T=80°C; 24 h; Inert atmosphereSealed vessel;