β-turn mimetic: Synthesis of cyclic thioenamino peptides

Doron Pappo, Yoel Kashman

Research output: Contribution to journalArticlepeer-review

24 Scopus citations

Abstract

Following the discovery of callynormine A, a marine metabolite of a new class, the cyclic endiamino peptides, and the synthesis of compounds of this group, we have now prepared an analogue group of compounds, i.e., cyclic thioenamine peptides. The latter peptides contain the α-amino-β- thioacrylamide functionality, a potential new type of β-turn mimic. The superiority of the SH group over the NH2 group in the reaction with enol-tosylates was demonstrated.

Original languageEnglish
Pages (from-to)1177-1179
Number of pages3
JournalOrganic Letters
Volume8
Issue number6
DOIs
StatePublished - 16 Mar 2006
Externally publishedYes

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