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迪克曼缩合_Dieckmann缩合_Dieckmann Condensation

迪克曼缩合_Dieckmann缩合_Dieckmann Condensation




碱催化的二酯的分子内缩合。 Dieckmann缩合法可很好地生产5-或6-元环状β-酮酸酯,通常在醇溶剂中用醇钠进行。


如果产品具有可烯醇化的质子,则产率良好; 否则,逆反应(与环断裂的解理)可以竞争。 参见Claisen Condensation


Dieckmann缩合机理

该机制类似于Claisen Condensation。




近期文献Recent Literature


Aluminum Chloride-Mediated Dieckmann Cyclization for the Synthesis of Cyclic 2-Alkyl-1,3-alkanediones: One-Step Synthesis of the Chiloglottones
A. M. Armaly, S. Bar, C. S. Schindler, Org. Lett.201719, 3958-3961.


One-Pot Synthesis of Tetronic Acids from Esters
A. Mallinger, T. Le Gall, C. Mioskowski, Synlett2008, 386-388.


Silylative Dieckmann-Like Cyclizations of Ester-Imides (and Diesters)
T. R. Hoye, V. Dvornikovs, E. Sizova, Org. Lett.20068, 5089-5091.


An Efficient and Scalable One-Pot Double Michael Addition-Dieckmann Condensation for the Synthesis of 4,4-Disubstituted Cyclohexane β-Keto Esters
M. R. DeGraffenreid, S. Bennett, S. Caille, F. Gonzalez-Lopez de Turiso, R. W. Hungate, L. D. Julian, J. A. Kaizerman, D. L. McMinn, D. Sun, X. Yan, J. P. Powers, J. Org. Chem.200772, 7455-7458.



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