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40.12.3.1.2.4 Variation 4: From α-Amino Acid Esters and Sulfamide

DOI: 10.1055/sos-SD-040-00990

Sherman, E. S.; Chemler, S. R.Science of Synthesis, (2009401302.

α-Amino acid esters react with sulfamide in the presence of a base to give cyclic sulfamides 24 in modest yield, in a single step (Scheme 20).[‌16‌] The reaction does not require the use of solvents, and products are obtained cleanly after trituration, eliminating the need for chromatography. The procedure tolerates substitution at the α-carbon, and substitution α to the amine. The reaction also tolerates thiophene, nitrile, and ester functionalities.

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