烯丙基醚重排是把O上的烯丙基重排到苯的邻对位的方法。

烯丙基醚重排是把O上的烯丙基重排到苯的邻对位的方法，这种重排通常要比较高的反应温度，一般情况下会生成邻对位重排产物的混合物，如果对位有取代基则在邻位引入烯丙基，如果邻位有取代基则在对位引入烯丙基。

实例一

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.

实例二

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.

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