boric acid; acetic anhydride <l-bornyl>-acetate;

T=0°C;

1: 84 percent / hydroquinone / 48 h / 70 - 72 °C / Pyrex tube 2: 55 percent / tri-n-butylamine / 48 h / 150 - 152 °C 3: 1 h / 265 °C View Scheme

1: resinoic acid 2: oxygen / 100 °C / unter Lichtausschluss Behandeln des Reaktionsprodukts mit alkal. wss. Na2S-Loesung View Scheme

1.1: ruthenium(III) chloride*(x)H2O; sodium periodate / tetrachloromethane; acetonitrile; water / 2 h / 20 °C 2.1: selenium(IV) oxide; sulfuric acid / methanol / 5 h / 20 °C / |Cooling with ice 3.1: dihydrogen peroxide; pyridine / dichloromethane / 20 °C / |Cooling with ice 4.1: copper(l) iodide / tetrahydrofuran / 0.5 h / -78 °C 4.2: 2 h / -78 - -50 °C 5.1: boron trifluoride diethyl etherate / acetic anhydride / 20 °C / |Cooling with ice 6.1: sodium hydride; methanol / mineral oil / 0.5 h / 20 °C 7.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 °C 7.2: 1 h / |Reflux 8.1: potassium hydroxide / propan-1-ol / 1 h / 20 °C / |Reflux 9.1: ethyl acetate; diethyl ether / 0.08 h / 0 °C 10.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C 10.2: 0.5 h / -78 °C 11.1: sodium hydrogencarbonate / para-xylene / 12 h / |Reflux 12.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C 13.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 17 h / |Reflux 14.1: sodium tetrahydroborate / N,N-dimethyl-formamide / 12 h / 80 °C / |Cooling with ice 15.1: thiophenol; potassium carbonate / 1-methyl-pyrrolidin-2-one / 13 h / 220 °C View Scheme

1: 82 percent / t-BuOOH; SeO2 / CH2Cl2 / 3 h / 20 °C 2: 33 percent / askanite-bentonite clay / CH2Cl2 / 3 h / 20 °C 3: 12 percent / askanite-bentonite clay / CH2Cl2 / 1 h / 20 °C View Scheme

boric acid; acetic anhydride <l-bornyl>-acetate;

sulfated zinc ferrite in toluene T=95°C; 12 h; Reagent/catalystTemperatureConcentrationSolvent;

cobalt-resinate Autoxydation; Reinigung ueber das 2-Carboxy-benzoyl-Derivat;

bis(acetylacetonato) palladium; dihydrogen peroxide in methanol T=55°C; 4 h;