Multi-step reaction with 7 steps
1: 98 percent / Et3N / tetrahydrofuran / 0.5 h / Ambient temperature
2: 85 percent / K2CO3 / butan-2-one / 72 h / 80 °C
3: 1.) lithium diisopropylamide, 3.) aq. HCl / 1) THF, hexane, -78 deg C --> rt, 1 h; 2) THF, hexane, rt, 12 h; 3) 10 min
4: 84 percent / Jones reagent / acetone / 0.25 h / -15 °C
5: 1.) NaH / 1) DMF, rt, 4 h; 2) DMF, rt, 48 h
6: 70 percent / methanesulfonic acid / CH2Cl2 / 24 h / Ambient temperature
7: 79 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 - 20 °C
With
2,6-dimethylpyridine; hydrogenchloride; jones reagent; methanesulfonic acid; sodium hydride; potassium carbonate; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane; acetone; butanone;
DOI:10.1021/jo9618029