Multi-step reaction with 10 steps
1.1: n-BuLi / diethyl ether; various solvent(s) / 0.67 h / -78 - -65 °C
1.2: diethyl ether; various solvent(s) / -65 - 20 °C
2.1: 26.4 g / Et3SiH; BF3*OEt2 / CH2Cl2 / 0 - 20 °C
3.1: n-BuLi / diethyl ether; various solvent(s) / 0.67 h / -78 - -65 °C
3.2: diethyl ether; various solvent(s) / -78 - 20 °C
4.1: 17.0 g / NaBH4 / methanol / 0 - 20 °C
5.1: 85 percent / CBr4; PPh3 / CH2Cl2 / 0 - 20 °C
6.1: 99 percent / K2CO3 / acetonitrile / 36 h / Heating
7.1: Pd(OAc)2; Et3N; DPPP / Tl(I)OAc / dimethylformamide / 100 °C
8.1: 4.1 g / aq. HCl / tetrahydrofuran / 1 h
9.1: Br2; AlCl3 / dioxane
10.1: iPr2NEt / acetonitrile
10.2: acetonitrile
With
hydrogenchloride; triethylsilane; palladium diacetate; sodium tetrahydroborate; n-butyllithium; aluminium trichloride; carbon tetrabromide; boron trifluoride diethyl etherate; 1,3-bis-(diphenylphosphino)propane; bromine; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
thallium(I) acetate;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
7.1: Heck reaction;
DOI:10.1021/jm025553u