Multi-step reaction with 5 steps
1: m-chloroperbenzoic acid / CH2Cl2 / 48 h / Ambient temperature
2: 1.) BF3-etherate / 1.) CH2Cl2, room temperature; 2.) CrO3, pyridine, CH2Cl2, 30 min, ice-cooling
3: 80 percent / tetraethylammonium fluoride dihydrate, acetic acid / tetrahydrofuran / 1 h / Ambient temperature
4: 1.) triethylamine, molecular sieves 4A / 1.) THF, room temperature; 2.) DMF, 10 min, ice-cooling, 5 min, room temperature
5: 1.) thionyl chloride, 2,6-lutidine; 2.) 2,6-lutidine / 1.) THF, -20 degC, 30 min, ice-cooling, 30 min; 2.) dioxane, room temperature
With
2,6-dimethylpyridine; thionyl chloride; 4 A molecular sieve; tetraethylammonium fluoride; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid;
boron trifluoride diethyl etherate;
In
tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.33.4361