二醇和三苯基二乙酸铋【Ph3Bi(OAc)2】反应得到单苯醚化产物的反应。此反应相比其他苯醚化反应条件温和,化学选择性好只生成单醚化产物,对于六元环的二醇底物,对直立键羟基有很高的立体选择性。
【David S, Thieffry A, J Org Chem, 1983, 48, 441】
反应实例
3-Phenoxybutan-2-ol (3). Diol 1 (90 mg, 1 mmol), triphenylbismuth diacetate 2 (558 mg, 1 mmol) in DCM (5 mL) were refluxed for 4–5 h (TLC). Evaporation and chromatography afforded 142 mg of 3 (86%).
【David S, Thieffry A, J Org Chem, 1983, 48, 441】
1 David S, Thieffry A Tet Lett 1981 22 2885
2 David S, Thieffry A Tet Lett 1981 22 5063
3 David S, Thieffry A J Org Chem 1983 48 441
4 Brunner H Organometal 1989 8 821
5 Finet JP J Chem Soc Perkin 1 2000 3775
编译自:Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 116.