Optimization of the reaction conditionsa.
| ||||
|---|---|---|---|---|
| Entry | PC | Light source (nm) | 9, drbanti : syn | 9, yieldc (%) |
| 1 | — | 400 | nd | <5 |
| 2 | NTC | 400 | >95 : 5 | 34 |
| 3 | NTC | 427 | >95 : 5 | 31 |
| 4 | Mes-Acr | 456 | >95 : 5 | 76 |
| 5 | DCA | 427 | >95 : 5 | 94 |
| 6 | Ph3Pyr+ | 456 | >95 : 5 | 64 |
| 7d | DCA | 427 | 45 : 55 | 76 |
| 8e | DCA | 427 | >95 : 5 | 94 |
| 9 | DCA | — | nd | <5 |
Reactions performed on a 0.2 mmol scale, using 1.2 equiv. of 8 in 4 mL of MeCN (see ESI).
The dr was inferred by 1H-NMR analysis of the reaction crude.
Yield after isolation.
syn-7 was used.
Reaction time: 10 minutes.