dilithium tetrachlorocuprate in tetrahydrofuran T=-78°C; 4 h;

1: 75 percent / 47percent aq. HBr, conc. H2SO4 / 30 h / Heating 2: 80 percent / acetonitrile / 48 h / Heating 3: 1.) n-BuLi / 1.) THF, hexane, -20 deg C, 1.5 h, 2.) a) -78 deg C, 2 h, b) -78 deg C to 0 deg C, 3 h 4: 100 percent / H2 / 10percent Pd/C / petroleum ether / 12 h / 11250.9 Torr 5: 83 percent / Bu4NF / tetrahydrofuran View Scheme

1: 100 percent / H2 / 10percent Pd/C / petroleum ether / 12 h / 11250.9 Torr 2: 83 percent / Bu4NF / tetrahydrofuran View Scheme

1: 80 percent / acetonitrile / 48 h / Heating 2: 1.) n-BuLi / 1.) THF, hexane, -20 deg C, 1.5 h, 2.) a) -78 deg C, 2 h, b) -78 deg C to 0 deg C, 3 h 3: 100 percent / H2 / 10percent Pd/C / petroleum ether / 12 h / 11250.9 Torr 4: 83 percent / Bu4NF / tetrahydrofuran View Scheme

1: methanol; sodium / Electrolysis.und anschliessend Hydrolyse 2: lithium alanate View Scheme

1: methanol; sodium / Electrolysis.und anschliessend Hydrolyse 2: lithium alanate View Scheme

hydroxyapatite T=150 - 500°C; P=760.051 Torr; 5.55556E-06 - 0.00816667 h; Product distribution / selectivity;

1: 4,5,6,7,3a,7a-hexahydroisobenzofuran-1,3-dione; butan-1-ol T=130°C; 1 h; 2: 8-methyl-1-nonanol; butan-1-ol With tin oxide T=220°C; P=150.015 Torr; 10 h; Dean-Stark trap; Product distribution / selectivity;

1: 70 percent / PDC / dimethylformamide / 18 h 2: 100 percent / 5percent HCl View Scheme