DDQ/TBN-catalyzed aerobic allylation of other cyclic or acyclic ethers 6a.
Entry | Substrate | Product | Yield (%) | |
---|---|---|---|---|
8b | 8′ (lactone) | |||
1 | 86 | 8 | ||
2 | 49 (62) | 21 | ||
3 | 31 (77) | 17 | ||
4 | 29 | — | ||
5 | 30 (33) | |||
6 | NRc |
Reaction conditions: (i) 6 (0.37 mmol), DDQ (0.074 mmol), TBN (0.074 mmol), O2, DCE (3.7 mL), 0 °C or rt, 36 h; (ii) allyltributyl stannane (0.75 mmol), LiPF6 (0.19 mmol), MSA (0.075 mmol), 80 °C, 24 h.
Isolated yield.
No reaction.