Table 1.
Results of borylation reactionsa.
| Entry | Imines | R | Products | dr (crude)b | dr (GAP)b | Yieldc |
| 1 | 2b | iPr | 3b | 75:25 | >99:1 | 26% |
| 2 | 2c | cyclohexyl | 3c | 78:22 | 99:1 | 40% |
| 3 | 2d | PhCH2CH2 | 3d | 84:16 | 98:2 | 45% |
| 4 | 2e | Ph | 3e | 97:3 | – | 51% |
| 5 | 2f | 4-MeOPh | 3f | >99:1 | – | 44% |
aReaction conditions: 0.74 mmol scale, [substrate] = 1.8 M, 2.0 equiv B2Pin2, 20 mol % ICyCuOt-Bu, toluene (4 mL), room temperature, 3 days. bDetermined by 31P NMR analysis. cCalculated from the starting amide 1, isolated yields with GAP washing (for 3e and 3f, GAP washing was not conducted).