Table 1. Reaction optimisation and controls.
| |||||||
| Entry | 3 (mol%) | Substrate | i-Pr2NEt (equiv.) |
10
|
11
|
||
| % a | er b | % a | er b | ||||
| 1 | 5 | 7 | 1.2 | 96 | 86 : 14 | 0 | NA c |
| 2 | 5 | 7 | 0 | 75 | 95 : 5 | 23 | ND d |
| 3 | 0 | 7 | 1.2 | 75 | NA c | 13 | NA c |
| 4 | 5 | 8 | 0 | 73 | 94 : 6 | 21 | 94 : 6 |
| 5 | 5 | 9 | 0 | 54 | 97 : 3 | 42 | 97 : 3 |
| 6 | 1 | 9 | 0 | 47 | 97 : 3 | 38 | 97 : 3 |
| 7 | 0 | 7, 8 or 9 | 0 | 0 | NA c | 0 | NA c |
| 8 | 0 | 7 | 0.1 | 63 | NA c | 15 | NA c |
| 9 | 0 | 8 | 0.1 | 45 | NA c | 21 | NA c |
| 10 | 0 | 9 | 0.1 | 17 | NA c | 7 | NA c |
aDetermined by 1H NMR spectroscopy using 1,3,5-trimethoxybenzene as internal standard.
bDetermined by chiral HPLC analysis.
cNA = not applicable.
dND = not determined.