Eschenmoser盐,二甲基亚甲基碘化铵是一个很强的二甲氨基甲基化试剂,用于制备
RCH2N(CH3)2一类化合物。烯醇化物、烯醇硅醚及更酸性的酮都可有效的进行二甲氨基甲基化用于Mannich反应。
机理
反应实例
参考文献
1. Schreiber, J.; Maag, H.;Hashimoto, N.; Eschenmoser, A. Angew. Chem. Int. Ed. 1971,
10, 330–331.
2. Kleinman, E. F. DimethylmethyleneammoniumIodide and Chloride. In Encyclopedia
of Reagents forOrganic Synthesis (Ed: Paquette, L.A.) 2004, WileyNew York. (Review).
3. Nicolaou, K. C.; Reddy, K.R.; Skokotas, G.; Sato, F.; Xiao, X. Y.; Hwang, C. K. J.
Am. Chem. Soc. 1993, 115, 3558–3575.
4. Lidia Kupczyk-Subotkowska,L.; Shine, H. J. J. Labelled Compd. Radiopharm. 1993,
33, 301-304.
5. Saczewski, J.; Gdaniec, M. TetrahedronLett. 2007, 48, 7624–7627.
6. Hong, A.-W.; Cheng, T.-H.;Raghukumar, V.; Sha, C.-K. J. Org. Chem. 2008, 73,
7580–7585.
7. Cesario, C.; Miller, M. J. Org.Lett. 2009, 11, 449–452.
8. Crimmins, M. T.; Zuccarello,J. L.; Ellis, J. M.; McDougall P. J.; Haile, P. A.; Parrish,
J. D.; Emmitte, K. A. Org. Lett. 2009, 11,489-492.
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