Synthesis of C‐Glycopeptides via Free Radical Addition of Glycosyl Bromides to Dehydroalanine Derivatives

Horst Kessler, Valentin Wittmann, Matthias Köck, Matthias Kottenhahn

Research output: Contribution to journalArticlepeer-review

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Abstract

In only one reaction step, nonnatural C‐glycopeptides of type 1 can be obtained (see right, (S) form). This new class of molecules has remarkable properties; their high chemical stability recommends them as potential glycosidase inhibitors. The absolute configuration of the C‐glycopeptides can be elucidated with NMR spectroscopy and molecular dynamics calculations. (R1,R2 = H, OAc, sugar; R3,R4 = protecting group.) (Figure Presented.)

Original languageEnglish
Pages (from-to)902-904
Number of pages3
JournalAngewandte Chemie International Edition in English
Volume31
Issue number7
DOIs
StatePublished - Jul 1992

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