Abstract
Treatment of primary amines with tetramethylphenylguanidine (PhTMG) and a cyanophosphonate at -10 degrees Celsius under an atmosphere of carbon dioxide provides cyanoformamides in very high to excellent yields. The reaction proceeds efficiently within a short time. By-products were not detected in most runs and epimerization was not found when optically pure alpha-aminoesters were used as substrates. As an example, the reaction was applied to the synthesis of the marine natural product ceratinamine.
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