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Selected optimization trials for the tandem Diels–Alder/azido Schmidt reaction.
 | ||||||
|---|---|---|---|---|---|---|
| entry | Lewis acid | Lewis acid equiv | 9 yield (%) | 18 yield (%) | 17 yield (%) | combined yield (%) |
| 1 | InCl3 | 1.0 × 2 | 20 | 18 | 22 | 60 |
| 2 | AlMe3 | 1.0 | - | - | - | 0 |
| 3 | Et2AlCl | 0.65 × 2 | 28 | 12 | 20 | 60 |
| 4 | Et2AlCl | 1.0 | 41 | 9 | 28 | 78 |
| 5 | MeAlCl2 | 1.0 | 43 | 12 | 24 | 79 |
