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Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/37537
Title: Catalytic, One-Pot Synthesis of β-Amino Acids from α-Amino Acids. Preparation of α,β-Peptide Derivatives
Authors: Saavedra, Carlos J.; Hernández, Rosendo; Boto, Alicia; Álvarez, Eleuterio
Keywords: Catalysis
Molecular structure
Issue Date: 24-Apr-2009
Publisher: American Chemical Society
Citation: Journal of Organic Chemistry 74(13): 4655-4665 (2009)
Abstract: The one-pot conversion of readily available alpha-amino acid into beta-amino acid derivatives was carried out in good yields. The method is a sequential process initiated by a tandem radical decarboxylation-oxidation reaction; the resulting acyliminium ion was trapped by silyl ketenes. Stoichiometric and catalytic versions of this reaction were developed and then applied to prepare modified di- and tripeptides. Interestingly, some tripeptides formed expanded beta-turns in the solid state.
Description: 11 páginas, 2 figuras, 6 tablas, 3 esquemas.
Publisher version (URL): http://dx.doi.org/10.1021/jo9004487
URI: http://hdl.handle.net/10261/37537
ISSN: 0022-3263
DOI: 10.1021/jo9004487
References: 19391617
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