1: 11 percent / DIBAL-H / diethyl ether / 0.5 h / 0 - 20 °C 2: 85 percent / pyridinium chlorochromate; molecular sieves 3 Angstroem / CH2Cl2 / 8 h / 20 °C View Scheme

diisobutylaluminium hydride in dichloromethane; toluene T=-78 - 20°C; 0.5 h; Inert atmosphere;

potassium hexamethylsilazane in diethylene glycol dimethyl ether T=-78°C; other reagent: LDA,var.quant. HMPA, solvent THF, DMF. Object: isomerization reaction of (E)-2 alkenoate to (Z)-3 alkenoate.; Product distribution;

potassium hexamethylsilazane in tetrahydrofuran T=-78°C; 2 h; isomerisation of E to Z isomer, also with other dodecenoates, varying base, solvent, temperature and time; Product distributionMechanism;