Table 3.
| ||||||
---|---|---|---|---|---|---|
entry | Product (major) | time (h) | yield (%)b | dr (maj:min)c | % ee (a)d | % ee (b)d |
1 | 20 | 82 | 92:8 | 99 | 98 | |
2 | 17 | 79 | 93:7 | 99 | 99 | |
3 | 40 | 87 | 92:8 | 99 | 98 | |
4 | 168 | 79 | 93:7 | 99 | 99 | |
5 | 142 | 61 | 97:3 | 98 | 98 | |
6 | 22 | 67 | 97:3 | 98 | 98 | |
7 | 21 | 76 | 91:9 | 97 | 98 | |
8 | 28 | 80 | 93:7 | 98 | 96 |
Reaction conditions: 3 (1 equiv), 9 (1 equiv), 1a (10 mol %), CF3CH2OH (0.3 M), rt.
Isolated yield.
Determined by 1H NMR of isolated products.
Determined by chiral HPLC.