Multi-step reaction with 12 steps
1: 214 mg / (1R)-(-)-10-camphorsulfonic acid / dimethylformamide / 3 h / Ambient temperature
2: 620 mg / BF3*Et2O, 4 A molecular sieves / CH2Cl2 / 4 h / -40 °C
3: 152 mg / 10percent NaOMe / methanol / 0.5 h / Ambient temperature
4: 148 mg / (1R)-(-)-10-camphorsulfonic acid / dimethylformamide / 2 h / Ambient temperature
5: 210 mg / BF3*Et2O, 4 A molecular sieves / CH2Cl2 / 2 h / -40 °C
6: 108 mg / 10percent NaOMe / methanol / 0.5 h / Ambient temperature
7: 72 mg / (1R)-(-)-10-camphorsulfonic acid / dimethylformamide / 2 h / Ambient temperature
8: 85 mg / BF3*Et2O, 4 A molecular sieves / CH2Cl2 / 2 h / -40 °C
9: 72 mg / 2percent NaOMe / methanol / 0.33 h / Ambient temperature
10: 7.0 mg / 1percent HCl / methanol / 2 h / Ambient temperature
11: 18 mg / 9percent HCl, MeOH / 1 h / Heating
12: pyridine / 1 h / Ambient temperature
With
pyridine; hydrogenchloride; methanol; 4 A molecular sieve; boron trifluoride diethyl etherate; (R)-10-camphorsulfonic acid; sodium methylate;
In
methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.44.1680