Table 6.
Entry | Time [h] | Conv.[b] [%] | Yield[b] [%] | ee[c] [%] |
---|---|---|---|---|
1 | 0.5 | 14 | 12 | >99 |
2 | 1 | 27 | 23 | 99 |
3 | 1.5 | 37 | 35 | 98 |
4 | 3 | 53 | 53 | 93 |
5 | 4 | 69 | 65 | 90 |
6 | 6 | 85 | 80 | 82 |
7 | 8 | 94 | 87 | 76 |
8 | 12 | 98 | 88 | 69 |
9 | 22 | >99 | 91 | 33 |
10 | 24 | >99 | 95 | 30 |
11 | 24[d] | 99 | nd | 30 |
12 | 24[e] | 99 | nd | 29 |
Conditions: alkene 3a (5 mM), PETNR (0.02 μM), NADPH (6 mM) in phosphate buffer (50 mM, pH 7.0, 1 mL total volume), 30 °C at 130 rpm, 2 h. Alkene 3a was added as a DMF solution (2% final DMF solution).
By GC using a DB-Wax column.
By GC using a Chirasil-DEX-CB column.
Filtered using 10 K millipore filter after 8 h to remove all enzyme content.
PETNR inhibitor NADPH4 (1.2 mg) added after 8 h to inhibit enzymatic activity.