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Efficient synthesis of both diastereomers of β,γ-diamino acids from phenylalanine and tryptophan

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Abstract

We synthesized in a few steps both diastereomers of orthogonally protected β,γ-diamino acids starting from l-phenylalanine or l-tryptophan. These final compounds are interesting building blocks for peptide synthesis and foldamer chemistry. The key step is a Blaise reaction performed under ultrasound conditions.

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Acknowledgments

This research was supported by the M.E.S.R. (Doctoral Grant to A.S.).

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Correspondence to Valérie Alezra.

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This research does not involve any human or animal participant.

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The authors declare that they have no conflict of interest.

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Handling Editor: J. Bode.

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Auberger, N., Stanovych, A., Thétiot-Laurent, S. et al. Efficient synthesis of both diastereomers of β,γ-diamino acids from phenylalanine and tryptophan. Amino Acids 48, 2237–2242 (2016). https://doi.org/10.1007/s00726-016-2262-8

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  • DOI: https://doi.org/10.1007/s00726-016-2262-8

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