TABLE 2.
Trialkylsilylation of terminal alkenesa
| entry | alkene | silyl adduct | yield (%)b | Z:Ec |
|---|---|---|---|---|
| 1 |
 3 |
 4 |
99 | 8:1 |
| 2 |
 5 |
 6 |
96 | 8:1 |
| 3 |
 7 |
 8 |
84 | 7:1 |
| 4 |
 9 |
 10 |
87 | 10:1 |
| 5 |
 11 |
 12 |
98 | 10:1 |
| 6 |
 13 |
 14 |
71 | 7:1 |
| 7 |
 15 |
 16 |
68 | 9:1 |
| 8 |
 17 |
 18 |
71 | 9:1 |
| 9 |
 19 |
 20 |
95 | 9:1 |
| 10 |
 21 |
 22 |
84 | 10:1 |
| 11 |
 23 |
 24 |
88 | 8:1 |
| 12 |
 25 |
 26 |
98 | 7:1 |
| 13 |
 27 |
 28 |
77 | 8:1 |
| 14 |
 29 |
 30 |
96 | 8:1 |
| 15 |
 31 |
 32 |
0 | nad |
a
Reaction conditions: [Ir(OMe)(cod)]2 (5 mol%), dtbpy (10 mol%), 2-norbornene (3 equiv) and R3SiH (3 equiv) in THF for 2h at 40°C.
b
Combined isolated yield.
c
Measured by 1H NMR.
d
na = not applicable.