General Synthesis of C-Glycosyl Amino Acids via Proline-Catalyzed Direct Electrophilic alpha-Amination of C-Glycosylalkyl Aldehydes

摘要

Non-natural axially and equatorially linked C-glycosyl alpha-amino acids (glycines, alanines, and CH2-serine isosteres) with either S or R alpha-configuration were prepared by D- and L-proline-catalyzed (de > 95%) alpha-amination of C-glycosylalkyl aldehydes using dibenzyl azodicarboxylate as the electrophilic reagent.