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"Customizable" Units in Di- and Tripeptides: Selective Conversion into Substituted Dehydroamino Acids

  作者 SAAVEDRA CARLOS J; BOTO ALICIA; HERNANDEZ ROSENDO  
  选自 期刊  Organic Letters;  卷期  2012年14-14;  页码  3788-3791  
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[摘要]The selective conversion of serine or threonine units of di- and tripeptides into substituted dehydroamino acids is reported. Thus, these common a-amino acids undergo a scission-phosphorylation process to give a-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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