Convenient synthesis and diversification of dehydroalaninyl phosphinic peptide analogues

Magdalini Matziari, Dimitris Georgiadis, Vincent Dive, Athanasios Yiotakis*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

49 Citations (Scopus)

Abstract

Equation presented Dehydroalaninyl phosphinic dipeptide analogues were synthesized, via an efficient tandem Arbuzov addition/allylic rearrangement, in high yields. The susceptibility of the conjugate system to 1,4 nucleophilic additions was investigated. C-Elongation of the dipeptides was performed, and the efficiency of 1,4 addition to the resulting acrylamidic moiety was evaluated. Derivatization of such phosphinic templates is a powerful approach for rapid access to large number of phosphinic pseudopeptides bearing various side chains in the P1′ position.

Original languageEnglish
Pages (from-to)659-660
Number of pages2
JournalOrganic Letters
Volume3
Issue number5
DOIs
Publication statusPublished - 8 Mar 2001
Externally publishedYes

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