Table 1. Initial catalyst screening using TKP 4a.
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Entry | Catalyst | Temp | Solvent | Time a | 6a b [%] | er c |
1 | 5a | RT | CH2Cl2 | 20 | 94 | 82 : 18 |
2 | 5b | RT | CH2Cl2 | 20 | 91 | 25 : 75 |
3 | 5c | RT | CH2Cl2 | 20 | 98 | 31 : 69 |
4 | 5d | RT | CH2Cl2 | 20 | 99 | 96 : 4 |
5 | 5d | RT | THF | 20 | 98 | 95 : 5 |
6 | 5d | RT | Toluene | 20 | 98 | 94 : 6 |
7 | 5d | RT | MeCN | 20 | 99 | 94 : 6 |
8 | 5d | 0 °C | CH2Cl2 | 60 | 99 | 98 : 2 |
9 | 5d | 0 °C | CH2Cl2 | 120 | 91 d | 97 : 3 |
10 | 5e | 0 °C | CH2Cl2 | 60 | 82 | 2 : 98 |
aMinutes.
bIsolated yield after chromatography.
cDetermined by HPLC analysis.
dReaction conducted using 1 mol% catalyst.