titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-DIPT in dichloromethane; toluene T=-20°C; 6 h;

in toluene T=80°C; Wittig reaction; 72 h;

1: toluene / 72 h / 80 °C 2: 87 percent / imidazole / dimethylformamide / 20 h / 20 °C 3: 93 percent / DIBAL-H / toluene; CH2Cl2 / 2 h / -60 °C 4: 92 percent / pyridine / 1.17 h / 0 - 20 °C 5: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: 95 percent / LiAlH₄ / diethyl ether / 1.5 h / Heating<br />2: 75 percent / aq. H₂SO₄ <br /> <br /> &nbsp;