烯丙基醚重排是把O上的烯丙基重排到苯的鄰對位的方法。
通過烯丙基醚重排制備烯烴
烯丙基醚重排是把O上的烯丙基重排到苯的鄰對位的方法，這種重排通常要比較高的反應(yīng)溫度，一般情況下會生成鄰對位重排產(chǎn)物的混合物，如果對位有取代基則在鄰位引入烯丙基，如果鄰位有取代基則在對位引入烯丙基。
實(shí)例一
The bisallyl ether A (1 g, 2.59 mmol) was heated neat at 190°C (oil bath) under argon for 6 h. The resultant brown residue was dissolved in Et2O and filtered through silica to afford 6,6’-diallyl-2,2’,4,4’-tetramethoxybiphenyl-3,3’-diol P as colorless oil (0.88 g, 88%).
Reference:J.Org.Chem. 2010, 69–73.
實(shí)例二
Decalin (8 mL) was added to a solution of skeleton A (0.7mmol) at rt. The reaction mixture was stirred at reflux. The reaction was traced by TLC until skeleton A was consumed. The reaction mixture was cooled to rt. Decalin was evaporated to afford crude product under reduced pressure. Purification on silica gel (hexanes/EtOAc = 8/1 ~4/1) afforded skeleton P (16 mg, 89%).
Reference:Org.Lett., 2012, 2198–2201.
來源：覽博網(wǎng)
