Table 14.
Asymmetric HDA reactions of Danishefsky's diene and aldehydes with toluene solvent.
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entrya | R | temp(°C) | time (h) | yield (%) | ee (%) |
1 | Ph | 0 | 24 | 92 | 97 |
2b | Ph | 0 | 12 | 75 | 73 |
3 | Ph | 23-25 | 6 | 92 | 93 |
4 | 4-C6H4-OMe | 0 | 24 | 52 | >99 |
5 | 4-C6H4-Me | 0 | 24 | 60 | 99 |
6 | 4-C6H4-F | 0 | 24 | 54 | 99 |
All reactions were carried out using 20 mol% of catalyst in toluene.
10 mol% catalyst used.