Ring-Closing Alkyne Metathesis Approach toward the Synthesis of Alkyne Mimics 
of Thioether A-, B-, C-, and DE-Ring Systems of the Lantibiotic Nisin Z

Ghalit, Nourdin; Poot, Alex J.; Fürstner, Alois; Rijkers, Dirk T. S.; Liskamp, Rob M. J.

doi:10.1021/ol0508781

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Ring-Closing Alkyne Metathesis Approach toward the Synthesis of Alkyne Mimics of Thioether A-, B-, C-, and DE-Ring Systems of the Lantibiotic Nisin Z

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Fürstner, Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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ol0508781si20050421_064444.pdf
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ol0508781si20050421_064515.pdf
(Supplementary material), 2MB

Citation

Ghalit, N., Poot, A. J., Fürstner, A., Rijkers, D. T. S., & Liskamp, R. M. J. (2005). Ring-Closing Alkyne Metathesis Approach toward the Synthesis of Alkyne Mimics of Thioether A-, B-, C-, and DE-Ring Systems of the Lantibiotic Nisin Z. Organic Letters, 7(14), 2961-2964. doi:10.1021/ol0508781.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0025-AA6C-A

Abstract

Ring-closing alkyne metathesis toward the synthesis of the alkyne-brigded A-, B-, C-, and (D)E-ring mimics of the peptide antibiotic nisin Z is described. We have successfully synthesized alkyne-bridged cyclic peptides containing 4−7 amino acid residues in yields ranging from 18 to 82%.