Table 1.
Entry | HBDb | Lewis Acid | Yield (%) | ee (%) |
1 | 1a | Cu(OTf)2 | 92 | 72 |
2 | 1a | Sc(OTf)3 | 95 | 9 |
3 | 1a | In(OTf)2 | 88 | 10 |
4 | 1a | CuOTf | 10 | 31 |
5 | 1a | CuCl | 0 | -- |
6 | 1a | CuSO4 | 0 | -- |
7 | 1b | Cu(OTf)2 | 76 | 13 |
8 | 1c | Cu(OTf)2 | 14 | 6 |
9 | 10 | Cu(OTf)2 | 0 | -- |
10 | 11 | Cu(OTf)2 | 0 | -- |
11 | 12 | Cu(OTf)2 | 10 | 10 |
12 | 17 | Cu(OTf)2 | 28 | racemic |
13 | 18 | Cu(OTf)2 | 25 | racemic |
See the experimental sections for details of the procedures.
HBD = hydrogen bond donor.