Multi-step reaction with 12 steps
2: 95 percent / toluene / 6 h / 130 °C
3: 89 percent / TsN3, Et3N / acetonitrile / 2 h / 23 °C
4: 62 percent / Rh2(OAc)4 / CH2Cl2 / 0.5 h / 15 °C
5: 89 percent / Pb(OAc)4, pyridine / CHCl3 / 1.5 h / 23 °C
6: 73 percent / Et3N / Raney Ni (W-2) / ethanol / 1) 20 deg C, 30 min; 2) 0 deg C, 10 min
7: NaBH4 / methanol / 0.5 h / -50 °C
8: 10percent HCl / methanol; tetrahydrofuran / 6 h / 30 °C
9: 95 percent / i-Pr2NEt, 4-N,N-dimethylaminopyridine / dimethylformamide / 6 h / 23 °C
10: 90 percent / LiN(SiMe3)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / 20 °C
11: 68 percent / MCPBA / CH2Cl2 / 8 h / -10 °C
12: 71 percent / t-BuOK / dimethylsulfoxide / 8 h / 23 °C
With
pyridine; lead(IV) acetate; hydrogenchloride; dmap; dirhodium tetraacetate; sodium tetrahydroborate; 4-toluenesulfonyl azide; potassium tert-butylate; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane;
Raney Ni (W-2);
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1039/c39880001137