Skip to Content
Merck
CN
  • General synthesis of C-glycosyl amino acids via proline-catalyzed direct electrophilic alpha-amination of C-glycosylalkyl aldehydes.

General synthesis of C-glycosyl amino acids via proline-catalyzed direct electrophilic alpha-amination of C-glycosylalkyl aldehydes.

Organic letters (2008-09-16)
Andrea Nuzzi, Alessandro Massi, Alessandro Dondoni
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Dibenzyl azodicarboxylate, technical grade, 90%