Multi-step reaction with 9 steps
1.1: Mg; I2 / tetrahydrofuran / 3.5 h / Heating
1.2: CuI / tetrahydrofuran / 1 h / -20 °C
2.1: diisopropylamine; n-BuLi; diethyl chlorophosphate / tetrahydrofuran / 4.5 h / -78 - 20 °C
2.2: diisopropylamine; n-BuLi / tetrahydrofuran / 2 h / -78 °C
2.3: 66.82 g / tetrahydrofuran / 0.5 h / -78 °C
3.1: H2 / Pd/CaCO3/Pb / various solvent(s) / 1.5 h / 22 °C / 750.06 Torr
4.1: aq. H2SO4 / propan-2-ol / 2 h / Heating
5.1: 2.92 g / TEMPO; KBr; NaOCl / NaHCO3 / CH2Cl2; H2O / 1 h
6.1: 4-dimethylaminopyridine; Et3N / tetrahydrofuran / 1.5 h / 22 °C
7.1: 96 percent / t-BuOK / toluene / 3 h / -15 - -10 °C
8.1: 100 percent / diisobutyl aluminium hydride / toluene / 3.17 h / -78 °C
9.1: PPh3; diisopropyl azodicarboxylate / tetrahydrofuran / 1.5 h / 0 °C
9.2: 38 percent / aq. H2O2; (NH4)6Mo7O24*4H2O / ethanol / 10 h / 22 °C
With
dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; n-butyllithium; di-isopropyl azodicarboxylate; sulfuric acid; potassium tert-butylate; hydrogen; iodine; diisobutylaluminium hydride; diethyl chlorophosphate; magnesium; triethylamine; diisopropylamine; triphenylphosphine; potassium bromide;
Lindlar's catalyst; sodium hydrogencarbonate;
In
tetrahydrofuran; dichloromethane; water; isopropyl alcohol; toluene;
7.1: Horner reaction;
DOI:10.1016/S0040-4020(00)01035-8