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Burgess脱水试剂是非常有效的由仲醇和叔醇脱水制备烯烃的试剂。β位消除,遵循热消除Ei机理(消除过程中,两种离去基团同时离去,互相之间又迅速成键)。
试剂的制备:
反应机理
反应实例
参考文献
1. Atkins, G. M., Jr.; Burgess, E. M. J. Am. Chem. Soc. 1968, 90, 4744. Edward M. Burgess
earned his Ph.D. at MIT under George Büchi. He discovered the Burgess reagent
at Georgia Institute of Technology, Atlanta, Georgia.
2. Burgess, E. M.; Penton, H. R.; Taylor, E. A., Jr. J. Am. Chem. Soc. 1970, 92, 5224.
3. Atkins, G. M., Jr.; Burgess, E. M. J. Am. Chem. Soc. 1972, 94, 6135.
4. Burgess, E. M.; Penton, H. R.; Taylor, E. A. J. Org. Chem. 1973, 38, 26.
5. Stalder, H. Helv. Chim. Acta 1986, 69, 1887.
6. Claremon, D. A.; Phillips, B. T. Tetrahedron Lett. 1988, 29, 2155.
7. Creedon, S. M.; Crowley, H. K.; McCarthy, D. G. J. Chem. Soc., Perkin Trans. 1
1998, 1015.
8. Lamberth, C. J. Prakt. Chem. 2000, 342, 518.
9. Burekhardt, S.; Svenja, B. Synlett. 2000, 559.
10. Miller, C. P.; Kaufman, D. H. Synlett 2000, 1169.
11. Nicolaou, K. C.; Huang, X.; Snyder, S. A.; Rao, P. B.; Reddy, M. V. Angew. Chem.,
Int. Ed. 2002, 41, 834.
12. Jose, B.; Unni, M. V. V.; Prathapan, S.; Vadakkan, J. J. Synth. Commun. 2002, 32,
2495.
编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Burgess dehydrating reagent,page 100-101.
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