反应条件
<b>Multi-step reaction with 13 steps<br /> </b>1: 1.) ozone, 2.) dimethyl sulfide / 1.) CH<sub>2</sub>Cl<sub>2</sub>, -78 deg C, 2a.) -78 deg C, 1 h, 2b.) 20 deg C, 1 h<br />2: 55 percent / CH<sub>2</sub>Cl<sub>2</sub>; diethyl ether / 1.) -78 deg C, 8 h, 2.) 20 deg C, 2 h<br />3: 94 percent / triethylamine / CH<sub>2</sub>Cl<sub>2</sub> / 2 h / 0 °C<br />4: 100 percent / H<sub>2</sub> / 10percent Pd/C / ethyl acetate / 19 h / 20 °C / 3040 Torr<br />5: 1.88 g / triethylamine / CH<sub>2</sub>Cl<sub>2</sub> / 3 h / 0 °C<br />6: 1.84 g / NaI, NaHCO<sub>3</sub>, diisopropylethylamine / acetone / 18 h / 20 °C<br />7: 78 percent / diisopropylethylamine / toluene; acetonitrile / 54 h / 75 °C<br />8: 1.) sodium bis(trimethylsilyl)amide / 1.) toluene, 20 deg C, 15 min, 2a.) -78 deg C, 15 min, 2b.) 20 deg C, 30 min<br />9: 94 percent / Bu<sub>4</sub>NF / tetrahydrofuran / 36 h / 80 °C<br />10: 1.) mercuric acetate, 2.) NaBH<sub>4</sub>, 15percent aq. NaOH / 1.) CH<sub>2</sub>Cl<sub>2</sub>, 20 deg C, 7 h, 2.) MeOH, 20 deg C, 30 min<br />11: 100 percent / triethylamine / CH<sub>2</sub>Cl<sub>2</sub> / 1.5 h / 0 °C<br />12: 94 percent / H<sub>2</sub> / 10percent Pd/C / acetone / 3 h / 20 °C / 760 Torr<br />13: oxalyl chloride, DMSO / CH<sub>2</sub>Cl<sub>2</sub> / 0.5 h / -78 °C<br /> <br />
参考文献
Evans; Dow; Shih; Takacs; Zahler Journal of the American Chemical Society, 1990 , vol. 112, # 13 p. 5290 - 5313