90237-92-6Relevant academic research and scientific papers
Amino Acids, 3. N-Acetylated α,β-Didehydro α-Amino Acid Derivatives by Nitrogen Elimination from α-Azidocarboxylic Acid Amides and α-Azido-ω-aminocarboxylic Acid Lactams with Rhenium Catalysts
Beisswenger, Thomas,Effenberger, Franz
, p. 1513 - 1522 (2007/10/02)
α-Azidocarboxylic acid amides 2 and α-azido-ω-aminocarboxylic acid lactams 6, respectively, react with acetic anhydride in the presence of rhenium catalysts by nitrogen elimination to give N-acetyl- 7 and N,N-diacetyl-α,β-didehydro-α-amino acid amides 8, α-acetylamino- 11 and α-diacetylamino-α,β-didehydro-ω-aminocarboxylic acid lactams 12, respectively.Reactions of the educts 6c,d - with a ring size 7 or 8 - additionally lead to the oxazoloazepine 14c and the oxazoloazocine 14d, respectively.
