Organic & Biomolecular Chemistry 2012-06-14

Preparation of modified peptides: direct conversion of α-amino acids into β-amino aldehydes.

Carlos J Saavedra, Alicia Boto, Rosendo Hernández

Index: Org. Biomol. Chem. 10(22) , 4448-61, (2012)

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Abstract

A direct method for the transformation of α-amino acids into β-amino aldehydes was developed, and applied to the modification of the C-terminal residue of peptides. The method takes place in good yields and under mild conditions. The application of this methodology to the preparation of small peptides with γ-amino alcohol units, which are precursors of analogues of peptaibol antibiotics, is also described.