Table 2.
| ||||
|---|---|---|---|---|
| entry | R | conditionsa | product (% yield) | regiosel. (8:9) |
| 1 | Cy | A | 3 (84) | >98:2 |
| 2 | B | 4 (80) | <2:98 | |
| 3 | n-Oct | A | 8a (80) | >98:2 |
| 4 | B | 9a (98) | <2:98 | |
| 5 | Ph | A | 8b (78) | >98:2 |
| 6 | B | 9b (94) | <2:98 | |
| 7 |
|
A | 8c (62) | >98:2 |
| 8 | B | 9c (88) | <2:98 | |
| 9 |
|
A | 8d (73) | >98:2 |
| 10 | B | 9d (97) | <2:98 | |
| 11 |
|
A | 8e (78) | >98:2 |
| 12 | B | 9e (97) | <2:98 | |
| 13 | Cy | Bb | 4 (98) | >98:2 |
| 14 | Cy | Bc | 4 (74) | 96:4 |
| 15 | Cy | Bd | 4 (72) | >98:2 |
a
Unless otherwise noted, reactions were conducted on a 0.3 mmol scale.
b
Conducted on 6.0 mmol scale.
c
Conducted with benchtop assembly of the catalyst and ligand followed by three vacuum/purge cycles before allene and silane introduction.
d
Conducted at 2.5 mol % loading of Pd2(dba)3.