Solid-phase synthesis of hydrogen-bond surrogate-derived α-helices

Gianluca Dimartino, Deyun Wang, Ross N. Chapman, Paramjit Arora

Research output: Contribution to journalArticle

Abstract

(Chemical Equation Presented) This report describes the solid-phase synthesis of hydrogen-bond surrogate-derived artificial α-helices by a ring-closing metathesis reaction. From a series of metathesis catalysts evaluated for the synthesis of these helices, the Hoveyda-Grubbs catalyst was found to afford high yields of the macrocycle irrespective of the peptide sequence.

Original languageEnglish (US)
Pages (from-to)2389-2392
Number of pages4
JournalOrganic Letters
Volume7
Issue number12
DOIs
StatePublished - Jun 9 2005

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Solid-Phase Synthesis Techniques
metathesis
helices
solid phases
Hydrogen
Hydrogen bonds
hydrogen bonds
catalysts
Peptides
Catalysts
closing
synthesis
peptides
rings

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Solid-phase synthesis of hydrogen-bond surrogate-derived α-helices. / Dimartino, Gianluca; Wang, Deyun; Chapman, Ross N.; Arora, Paramjit.

In: Organic Letters, Vol. 7, No. 12, 09.06.2005, p. 2389-2392.

Research output: Contribution to journalArticle

Dimartino, Gianluca ; Wang, Deyun ; Chapman, Ross N. ; Arora, Paramjit. / Solid-phase synthesis of hydrogen-bond surrogate-derived α-helices. In: Organic Letters. 2005 ; Vol. 7, No. 12. pp. 2389-2392.
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