Multi-step reaction with 6 steps
1: tetrahydrofuran / 4 h / Ambient temperature
2: 10 percent citric acid / tetrahydrofuran / 2 h / Ambient temperature
3: 1) lithiumdiisopropylamide (LDA) / 1) THF, -40 deg C, 15 min., 2) THF, r.t., 15 min.
4: 71 percent / 1) 1M Mg(CF3COO)2, 2) (i-Pr)2NH*BH3 / diethyl ether / 1) -78 deg C, 20 min., 2) -78 deg C, 1 h
5: 1) 1,1'-carbonyldiimidazole / 1) MeCN, r.t., 0.5 h, 2) 50 deg C, 18 h
6: 81 percent / 6N HCl / methanol / 1.5 h / Ambient temperature
With
hydrogenchloride; diisopropylamine borane; magnesium(II) 2,2,2-trifluoroacetate; 1,1'-carbonyldiimidazole; citric acid; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether;
DOI:10.1021/jo00041a031