作者:Cecilia Gómez、Beatriz Maciá、Victor J. Lillo、Miguel Yus
DOI:10.1016/j.tet.2006.08.028
日期:2006.10
The reaction of different chloromethyl ethers 1 with an excess of lithium powder and a catalytic amount of 4,4′-di-tert-butylbiphenyl (2.5 mol %) in THF at 0 °C leads to the corresponding α-lithiomethyl ether intermediates, through a chlorine–lithium exchange, which spontaneously undergo a clean [1,2]-Wittig rearrangement affording the expected homobenzylic alcohols 2. This is the first version of
不同的氯甲基醚1与过量的锂粉和催化量的4,4'-二叔丁基联苯(2.5 mol%)在THF中在0°C下反应,生成相应的α-硫代甲基醚中间体氯-锂交换,自发进行干净的[1,2]-维蒂希重排,提供预期的高苄醇2。这是从容易获得的氯甲基醚开始的这种重排的第一个版本。