克里格反應

克里格反應(Criegee reaction)[1]鄰二醇四乙酸鉛氧化,經過環狀中間體,鄰二醇的碳-碳鍵斷裂,羥基轉化為相應的。反應是定量的,通常在乙酸溶液中進行,可用於鄰二醇的定量分析。

反應綜述:[2][3][4][5]

反應機理:[6][7][8]

參見

參考資料

  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).