Kuhnert Nikolai, Clemens Ian, Walsh Rodney
Supramolecular and Biomolecular Chemistry Laboratory, Chemistry, School of Biomedical and Life Sciences, The University of Surrey, Guildford, UKGU2 7XH.
Org Biomol Chem. 2005 May 7;3(9):1694-701. doi: 10.1039/b417779g. Epub 2005 Mar 29.
The activation of valerolactam with triflic anhydride is studied in detail, initially producing an O-triflated lactam, which rearranges, following the addition of base at higher temperatures, to an N-triflated derivative. This reacts with a series of nucleophiles to produce esters and amides, which are formally dipeptides of omega-amino acids.
详细研究了用三氟甲磺酸酐活化戊内酰胺的过程,最初生成一种O-三氟甲磺酰化的内酰胺,在较高温度下加入碱后,它会重排为N-三氟甲磺酰化衍生物。该衍生物与一系列亲核试剂反应生成酯和酰胺,这些酯和酰胺实际上是ω-氨基酸的二肽。