克里格反应

克里格反应（Criegee reaction）[1]指邻二醇被四乙酸铅氧化，经过环状酯中间体，邻二醇的碳－碳键断裂，醇羟基转化为相应的醛、酮。反应是定量的，通常在乙酸或苯溶液中进行，可用于邻二醇的定量分析。

反应综述：[2][3][4][5]

反应机理：[6][7][8]

参见

参考资料
  1. R. Criegee, Ber. 64, 260 (1931).
  2. R. Criegee in Newer Methods of Preparative Organic Chemistry vol. 1 (Interscience, New York, 1948) pp 12-20.
  3. H. O. House, Modern Synthetic Reactions (W. A. Benjamin, Menlo Park, California, 2nd ed., 1972) pp 359-387.
  4. K. W. Bentley in Elucidation of Organic Structures by Physical and Chemical Methods pt. 2, K. W. Bentley, G. W. Kirby, Eds. (Wiley, New York, 2nd ed., 1973) pp 169-177.
  5. S. Hatakeyama, H. Akimoto, Res. Chem. Intermed. 20, 503-524 (1994).
  6. S. Chandrasekhar, C. D. Roy, J. Chem. Soc. Perkin Trans. 2 1994, 2141.
  7. R. Ponec et al., J. Org. Chem. 62, 2757 (1997).
  8. R. M. Goodman, Y. Kishi, J. Am. Chem. Soc. 120, 9392 (1998).
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