Table 1.
Optimization of a model U-5C-4CR
Entry | Catalysta | Temperature (°C) | Time (h) | Yield (%)b | drc |
---|---|---|---|---|---|
1 | – | 23 | 12 | 34 | – |
2 | – | 60 | 12 | 63 | 73:27 |
3 | Sc(OTf)3 | 60 | 12 | 72 | 72:28 (70:30)d |
4 | TiCl4 | 60 | 12 | 74 | 73:27 |
5 | Sc(OTf)3 | 60 | 24 | 69 | 74:26 |
Reactions were performed on a 0.602 mmol scale in MeOH
a10 mol%
bIsolated yields
cdr values based on HPLC/MS analyses of the crude reaction mixtures
ddr value based on 1H NMR analysis of the sample purified by column chromatography on silica