Table 1.
Reduction of 4-Acetylpyridine with Silanes Catalyzed by Wild-Type hCAII
| |||
|---|---|---|---|
|
| |||
| Entrya | Variation from the standard conditions | Yield | e.e. |
| 1 | none | 99% | 98% |
| 2 | 3 equiv. PhMeSiH2 | 78% | 98% |
| 3 | 3 equiv. PhMe2SiH | 0% | -- |
| 4 | 10 equiv. PhMe2SiH | 0% | -- |
| 5 | 3 equiv. Et3SiH | 0% | -- |
| 6 | 3 equiv. (Me3SiO)2MeSiH | 0% | -- |
| 7 | 3 equiv. (iPr)2SiH2 | 0% | -- |
| 8 | no enzyme | 0% | -- |
| 9 | 0.2 mol% hCAVII | 67% | 97% |
| 10 | 0.2 mol% hCAXIII | 21% | 89% |
a
0.1 μmol of hCAII, 1 mL of buffer, 50 μmol of ketone, 150 μmol of PhSiH3 (3 equiv. w.r.t. ketone). Yields were determined by 1H NMR, e.e. values were determined by HPLC or SFC.