Amidation of alpha-Amino Acids Using Dichloro(methyl)(3,3,3-trifluoropropyl)silane and Imidazole without Conventional Protection and Deprotection of alpha-Amino Group

Amidation of amino acids using dichloro(methyl)(3,3,3-trifluoropropyl)silane (mTFPSCl(2)) arid imidazole is described. MTFPSCl2 activates the carboxy group and protects the alpha-amino group of amino acids. The amidation proceeded with 19 amino acids and 19 amines, including alpha-branched amines and anilines; the corresponding amino acid amides were synthesized in good-to-high yields (up to 96%) with low-to-no racemization.