Table 3. Enantioselective Michael–ring-closure of TKPs 4.
| |||||
Entry | TKP | Cat. | X | 11 a [%] | er b |
1 | 4a | 5d | CO2Me | 11a 98 | 87 : 13 |
2 | 4a | 5d | CN | 11b 99 | 95 : 5 |
3 | 4a | 5d | SO2Ph | 11c 97 | 97 : 3 |
4 | 4b | 5d | CO2Me | 11d 89 | 83 : 17 |
5 | 4b | 5d | CN | 11e 98 | 91 : 9 |
6 | 4b | 5d | SO2Ph | 11f 82 | 93 : 7 |
7 | 4a | 5c | CN | 11b 88 | 7 : 93 c |
8 | 4b | 5c | CN | 11e 82 | 1 : 99 c |
aIsolated yield of single diastereomer after chromatography.
bDetermined by HPLC analysis.
cEnantiomeric structure to that shown.