Table 2. Effect of the free hydroxyl group on the catalyst.
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Entry | PTC (10 mol%) | Base | Solvent | Time | Yield (%) | % ee |
1 | 11 | 1 M KOH | CHCl3 | 10 min | 77 | 48 (S) |
2 | 11 | 1 M KOH | CH2Cl2 | 10 min | 76 | 52 (S) |
3 | 11 | 1 M NaOH | CH2Cl2 | 10 min | 88 | 54 (S) |
4 | 12 | 1 M NaOH | CH2Cl2 | 24 h | 74 | 0 |
5 | 13 | 1 M KOH | CHCl3 | 24 h | 66 | 0 |
6 | 13 | 1 M KOH | Toluene | 10 min | 45 | 0 |
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