苯偶酰通过苯基重排得到二苯基乙醇酸的反应。
反应机理
最后酸的脱氢是此反应进行主要驱动力。
反应实例
参考文献
Liebig, J. Ann. 1838, 27. Justus von Liebig (1803-1873) pursued his Ph.D. in organic chemistry in Paris under the tutelage of Joseph Louis Gay-Lussac (1778-1850). He was appointed the Chair of Chemistry at Giessen University, which incited a furious jealousy amongst several of the professors already working there because he was so young. Fortunately, time would prove the choice was a wise one for the department. Liebig would soon transform Giessen from a sleepy university to the Mecca of organic chemistry in Europe. Liebig is now considered the father of organic chemistry. Many classic name reactions were published in the journal that still bears his name, Justus Liebigs Annalen der Chemie.2
尤斯图斯·冯·李比希 (1803-1873)在吉森大学变为全欧知名大学。现在李比希被尊为有机化学之父。许多期刊上发表的经典人名反应都以他的名字命名,如期刊也以他命名( Justus Liebigs Annalen der Chemie)。
2. Zinin, N. Justus Liebigs Ann. Chem. 1839, 31, 329.
3. Georgian, V.; Kundu, N. Tetrahedron 1963, 19, 1037.
4. Trost, B. M.; Hiemstra, H. Tetrahedron 1986, 42, 3323.
5. Rajyaguru, I.; Rzepa, H. S. J. Chem. Soc., Perkin Trans. 2 1987, 1819.
6. Patra, A.; Ghorai, S. K.; De, S. R.; Mal, D. synthesis 2006, 15, 2556-2562.
7. Selig, P.; Bach, T. Angew. Chem., Int. Ed. 2008, 47, 5082-5084
8. Askin, D.; Reamer, R. A.; Jones, T. K.; Volante, R. P.; Shinkai, I. Tetrahedron Lett.1989, 30, 671.
9. Toda, F.; Tanaka, K.; Kagawa, Y.; Sakaino, Y. Chem. Lett. 1990, 373.
10. Robinson, J. M.; Flynn, E. T.; McMahan, T. L.; Simpson, S. L.; Trisler, J. C.; Conn, K. B. J. Org. Chem. 1991, 56, 6709.
11. Hatsui, T.; Wang, J.-J.; Ikeda, S.-y.; Takeshita, H. Synlett 1995, 35.
12. Fohlisch, B.; Radl, A.; Schwetzler-Raschke, R.; Henkel, S. Eur. J. Org. Chem. 2001,4357.
编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Benzilic acid rearrangement,page 45-46.