"Customizable" units in Di- and tripeptides: Selective conversion into substituted dehydroamino acids
The selective conversion of serine or threonine units of di- and tripeptides into substituted dehydroamino acids is reported. Thus, these common α-amino acids undergo a scission-phosphorylation process to give α-amino phosphonate residues. A Horner-Wadsworth-Emmons reaction with aldehydes or ketones follows to afford the final products with excellent Z-stereoselectivity (Z:E > 98:2). In this way, a single peptide precursor can selectively be transformed into a variety of derivatives.
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Main Authors: | Saavedra, Carlos J., Boto, Alicia, Hernández, Rosendo |
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Other Authors: | Ministerio de Ciencia e Innovación (España) |
Format: | artículo biblioteca |
Published: |
ACS Publications
2012-07-11
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Subjects: | Selective conversion, Dehydroamino acids, Di- and Tripeptides, |
Online Access: | http://hdl.handle.net/10261/193405 http://dx.doi.org/10.13039/501100000780 http://dx.doi.org/10.13039/501100004837 |
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