Multi-step reaction with 9 steps
1: 98 percent / Me3Al / hexane; benzene / 1 h / Ambient temperature
2: CBr4, PPh3 / acetonitrile / 2 h / Ambient temperature
3: DBU / benzene / 48 h / Heating
4: 65 percent / di-isobutylaluminium hydride / hexane; CH2Cl2 / 2 h / -78 °C
5: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 45 min
6: 97 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature
7: 89 percent / DMAP, Et3N / 16 h / Ambient temperature
8: 50 percent / DMAP / CH2Cl2; pyridine / 24 h / Heating
9: 76 percent / PDC, 4 Angstroems MS / CH2Cl2 / 24 h / Ambient temperature
With
dmap; dipyridinium dichromate; n-butyllithium; diisobutylaluminum hydride; carbon tetrabromide; 4 Angstroems MS; tetrabutyl ammonium fluoride; trimethylaluminum; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine;
In
tetrahydrofuran; pyridine; hexane; dichloromethane; acetonitrile; benzene;
DOI:10.1016/S0040-4020(98)00889-8