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Late-Stage Diversification of Phosphinic Dehydroalanine Pseudopeptides Based on a Giese-Type Radical C-Alkylation
Kostas Voreakos1, Laurent Devel2, Dimitris Georgiadis1
1Department of Chemistry, Laboratory of Organic Chemistry , National and Kapodistrian University of Athens , Panepistimiopolis, Zografou , 15771 Athens , Greece.
Abstract:
A straightforward, late-stage diversification strategy for the installation of side chains on readily accessible unsaturated phosphinopeptidic scaffolds based on a Giese-type addition of alkyl radicals has been investigated. Among different alternatives, the preferred methodology is operationally simple as it can be carried out in an open flask with no need for protection of acidic moieties. Direct application to the synthesis of SPPS-compatible building blocks or to longer peptides is also reported.
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