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Cleavage of carbamates

Protecting Groups


N-Boc protected amines


Recent Literature


A new mild method allows the removal of carbamates using TBAF in THF. Selectivity and mechanism are discussed.
U. Jacquemard, V. Beneteau, M. Lefoix, S. Routier, J.-Y. Merour, G. Coudert, Tetrahedron, 2004, 60, 10039-10047.


Diethylenetriamine is effective for a chemoselective direct cleavage of unactivated carbamates and ureas without additional reagents and catalysts. The method affords products in good yield and is not affected by air or moisture.
M. Noshita, Y. Shimizu, H. Morimoto, T. Ohshima, Org. Lett., 2016, 18, 6062-6065.


An experimentally simple Microwave-assisted reductive alkylation of methyl carbamate with a range of aldehydes provides, after basic work-up, structurally diverse primary amines. This method is particularly amenable to high-throughput synthesis.
F. Lehmann, M. Scobie, Synthesis, 2008, 1679-1681.