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N-Methylation and Trideuteromethylation of Amines via Magnesium-Catalyzed Reduction of Cyclic and Linear Carbamates

Marc Magre, Marcin Szewczyk and Magnus Rueping*

*Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany, Email:

M. Magre, M. Szewczyk, M. Rueping, Org. Lett., 2020, 22, 3209-3214.

DOI: 10.1021/acs.orglett.0c00988

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A magnesium-catalyzed reduction of linear and cyclic carbamates, including N-Boc protected amines, provides N-methyl amines and amino alcohols which are of significant interest due to their presence in many biologically active molecules. Furthermore, the reduction can be extended to the formation of N-trideuteromethyl labeled amines.

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Key Words

amines, tert-butyl carbamates, pinacolborane

ID: J54-Y2020