Jump to main content
Jump to site search

Issue 9, 2005
Previous Article Next Article

On the activation of valerolactam with triflic anhydride: the synthesis of ω-trifluorosulfonamido dipeptides using a transpeptidation reaction under mild conditions

Author affiliations

Abstract

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 ω-amino acids.

Graphical abstract: On the activation of valerolactam with triflic anhydride: the synthesis of ω-trifluorosulfonamido dipeptides using a transpeptidation reaction under mild conditions

Back to tab navigation

Article information


Submitted
26 Nov 2004
Accepted
16 Feb 2005
First published
29 Mar 2005

Org. Biomol. Chem., 2005,3, 1694-1701
Article type
Paper

On the activation of valerolactam with triflic anhydride: the synthesis of ω-trifluorosulfonamido dipeptides using a transpeptidation reaction under mild conditions

N. Kuhnert, I. Clemens and R. Walsh, Org. Biomol. Chem., 2005, 3, 1694
DOI: 10.1039/B417779G

Social activity

Search articles by author

Spotlight

Advertisements