The effect of various Lewis acids.
Entry | RX | Lewis acid | Product | Yield [%] |
---|---|---|---|---|
1a | 282 | ZnCl2 | 283 | 99 |
2a | 279 | ZnCl2 | 541 | — |
3b | 279 | AgOTf | 541 | 81 |
4a | 540 | ZnCl2 | 542 | Tracec |
5b | 540d | AgOTf | 542 | — |
Reaction condition: ZnCl2 (10 equiv.), RX (2 equiv.), Et2O, 0 °C.
Reaction condition: AgOTf (4 equiv.), RX (3 equiv.), THF, −78 °C.
Complex mixture.
540 two equivalents. Reaction temperature: −78 to 0 °C.