Table 5.
Stepwise addition of arylboronic acids to electron-rich chalcones and Bayer–Villiger oxidation [3].
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| entry | Ar1 | Ar2 | yield A (%) | ee A (%) | yield B (%) | ee B (%) |
| 1 | Ph | 3-MeO-C6H4 | 99 | 95 | 73 | 95 |
| 2 | 4-iPr-C6H4 | 3-MeO-C6H4 | 90 | 95 | 0 | – |
| 3 | 4-MeO-C6H4 | 3,4-diMeO-C6H4 | 86 | 95 | 72 | 97 |
| 4 | 3,4-(CH2O2)-C6H3 | 3,4-diMeO-C6H4 | 74a | 97 | 67 | 95 |
| 5 | 2-BnO-5-Me-C6H3 | Ph | 91 (83)b | 95 (99)b | – | |
aReaction performed in MeOH/water 10:1 instead of acetone/water 10:1; bafter recrystallization.
