利用α-蒎烷-硼烷（Alpine-borane）不对称还原酮的反应。

Alpine-borane = B-isopinocampheyl-9-borabicyclo[3.3.1]nonane（B-异松蒎基-9-硼烷双环[3.3.1]壬烷）。

反应机理

反应实例

参考文献

1. Midland, M. M.; Greer, S.; Tramontano, A.; Zderic, S. A. J. Am. Chem. Soc. 1979,

101, 2352. M. Mark Midland was a professor at the University of California, Riverside.

2. Midland, M. M.; McDowell, D. C.; Hatch, R. L.; Tramontano, A. J. Am. Chem. Soc.

1980, 102, 867.

3. Brown, H. C.; Pai, G. G.; Jadhav, P. K. J. Am. Chem. Soc. 1984, 106, 1531.

4. Brown, H. C.; Pai, G. G. J. Org. Chem. 1982, 47, 1606.

5. Singh, V. K. Synthesis 1992, 605. (Review).

6. Williams, D. R.; Fromhold, M. G.; Earley, J. D. Org. Lett. 2001, 3, 2721.

7. Mulzer, J.; Berger, M. J. Org. Chem. 2004, 69, 891.

编译自：Name Reactions （A Collection of Detailed Reaction Mechanisms）, Jie Jack Li, Midland reduction，page386-387.