反应条件
<b>Multi-step reaction with 14 steps<br /> </b>1.1: 91 percent / proton sponge / CH<sub>2</sub>Cl<sub>2</sub> / 8 h / 20 °C<br />2.1: 89 percent / methanol; tetrahydrofuran / 2.5 h / 0 °C<br />3.1: 95 percent / ceric ammonium nitrate (CAN); H<sub>2</sub>O / acetonitrile / 0.5 h / 0 °C<br />4.1: 99 percent / imidazole / dimethylformamide / 18 h / 20 °C<br />5.1: 90 percent / DIBAL-H / CH<sub>2</sub>Cl<sub>2</sub>; toluene / 3 h / -78 °C<br />6.1: 80 percent / CH<sub>2</sub>Cl<sub>2</sub> / 2.5 h / -78 °C<br />7.1: 97 percent / Dess-Martin periodinane / CH<sub>2</sub>Cl<sub>2</sub> / 2 h / 20 °C<br />8.1: NaHMDS / diethyl ether / 1 h / 0 - 20 °C<br />8.2: 98 percent / diethyl ether / 2 h / 20 °C<br />9.1: 99 percent / aq. HF / acetonitrile / 3 h / 20 °C<br />10.1: BH<sub>3</sub>*THF / tetrahydrofuran / 2.25 h / -5 °C<br />10.2: 78 percent / aq. NaOH; aq. H<sub>2</sub>O<sub>2</sub> / tetrahydrofuran; methanol / 2 h / 0 - 20 °C<br />11.1: 90 percent / 2,6-lutidine / CH<sub>2</sub>Cl<sub>2</sub> / 2 h / 0 - 20 °C<br />12.1: 80 percent / CSA / methanol; CH<sub>2</sub>Cl<sub>2</sub> / 2.5 h / 0 °C<br />13.1: 85 percent / Dess-Martin periodinane / CH<sub>2</sub>Cl<sub>2</sub> / 3 h / 0 °C<br />14.1: 93 percent / toluene / 7 h / 90 °C<br /> <br />
参考文献
Andrus, Merritt B.; Meredith, Erik L.; Hicken, Erik J.; Simmons, Bryon L.; Glancey, Russell R.; Ma, Wei Journal of Organic Chemistry, 2003 , vol. 68, # 21 p. 8162 - 8169