在氨基钠作用下,不能烯醇化的酮在回流的苯或甲苯中发生c-c键断裂,生成羧酸衍生物和羧基被氢取代的分子,这类反应称作haller-bauer反应,简称hb反应。


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反应机理


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反应实例


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参考文献


1. haller, a.;bauer, e. compt. rend. 1908, 147, 824-829.

2. gilday, j.p.; gallucci, j. c.; paquette, l. a. j. org. chem. 1989, 54, 1399-1408.

3. paquette,l. a.; gilday, j. p.; maynard, g. d. j. org. chem. 1989, 54, 5044-5053.

4. paquette,l. a.; gilday, j. p. org. prep. proc. int. 1990, 22, 167-201.

5. mehta, g.;praveen, m. j. org. chem1995, 60,279-280.

6. mehta, g.;venkateswaran, r. v. tetrahedron 2000, 56, 1399-1422. (review).

7. arjona, o.;medel, r.; plumet, j. tetrahedron lett2001, 42,1287-1288.

8. ishihara,k.; yano, t. org. lett2004, 6, 1983-1986.


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