Table 16.
Asymmetric HDA catalyzed by chiral porphyrin complexes.
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---|---|---|---|---|---|
entrya | R | catalyst counterion (X−) |
temp (°C) | yield (%) | ee (%) |
1 | Ph | Cl− | −18 | 85 | 95 |
2 | Ph | BF4− | −18 | 92 | 88 |
3 | c-hexyl | Cl− | −18 | 76 | 88 |
4 | n-hexyl | Cl− | −18 | 75 | 92 |
5 | 2-furyl | Cl− | −18 | 70 | 97 |
6 | (E)-CH=CHPh | Cl− | 0 | 55 | 74 |
7 | 2-pyridyl | Cl− | −18 | 70 | 78 |
The reactions were performed at 2.0M substrate concentration in MTBE.