Table 2.
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| entry | cyclic substrates | Ar | additive (equiv) | temp. (°C) | yield (%) | ee (%) | |
| n (catalyst) | |||||||
| 1 | 0 (PdL1b) | Ph | AgBF4 | 0 | 94 | 94 (S) | |
| 2 | 1 (PdL1a) | Ph | AgBF4 | 0 | 90 | 92 (R) | |
| 3 | 1 (PdL1a) | Ph | AgBF4 (0.05) | 20 | 99a | 89 (R) | |
| 4 | 1 (PdL1a) | 3-MeO-C6H4 | AgBF4 (0.05) | 20 | 98a | 91 (R) | |
| 5 | 2 (PdL1a) | Ph | AgBF4 | 0 | 92 | 89 (R) | |
| acyclic substrates | |||||||
| R1 | R2 | ||||||
| 6 | Ph | Ph | 4-Me-C6H4 | AgBF4 (0.1) | 20 | 73 | 95 |
| 7 | Ph | Me | 3-Cl-C6H4 | – | 25 | 90 | 93 |
| 8 | Ph | Me | 3-MeO-C6H4 | AgBF4 (0.1) | 0 | 96 | 95 |
| 9 | Ph | Me | 4-MeO-C6H4 | AgBF4 (0.1) | 0 | 75 | 94 |
| 10 | Ph | Me | 3,4-(CH2O2)-C6H3 | – | 0 | 77 | 95 |
| 11 | Ph | Me | 4-MeS-C6H4 | AgBF4 (0.1) | 25 | <10 | – |
| 12 | Ph | Me | 4-Ac-C6H4 | – | 0 | 95 | 93 |
| 13 | Ph | n-Bu | 3-MeO-C6H4 | AgBF4 (0.1) | 0 | 66 | 99 |
| 14 | Ph | iPr | 3-MeO-C6H4 | AgBF4 (0.1) | 0 | 80 | 95 |
| 15 | Ph | Cy | 3-MeO-C6H4 | AgSbF6 (0.05) | 0 | 93 | 95 |
| 16 | Ph | Ph | 3-MeO-C6H4 | AgBF4 (0.1) | 0 | 86 | 97 |
| 17 | Ph | Ph | 4-Me-C6H4 | – | 0 | 91 | 95 |
| 18 | Ph | 4-MeO-C6H4 | 3-MeO-C6H4 | AgSbF6 (0.1) | 0 | 73 | 95 |
| 19 | Ph | 3-NO2-C6H4 | 3-MeO-C6H4 | AgSbF6 (0.2) | 0 | 44 | 92 |
| 20 | 4-MeO-C6H4 | Ph | 3-MeO-C6H4 | AgBF4 (0.1) | 0 | 75 | 99 |
| 21 | 2-naphthyl | Me | 3-MeO-C6H4 | AgBF4 (0.1) | 0 | 99 | 96 |
| 22 | 2-BnO-5-Me-C6H3 | Me | Ph | – | 0 | 97 | 96 |
| 23 | Ph | Ph | – | 0 | 86 | 98 | |
| 24 | n-C5H11 | Me | Ph | AgBF4 | 0 | 99 | 80 |
aReaction time: 48 h.
