Literature DB >> 18788740

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

Andrea Nuzzi1, 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.

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Year:  2008        PMID： 18788740     DOI： 10.1021/ol801685x

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  3 in total

1.  An organocatalytic strategy for the stereoselective synthesis of C-galactosides with fluorine at the pseudoanomeric carbon.

Authors:  Ahmad S Altiti; S Bachan; W Alrowhani; D R Mootoo
Journal:  Org Biomol Chem       Date:  2015-11-07       Impact factor: 3.876

2.  Synthesis of β-C-galactosyl D- and L-alanines.

Authors:  V Narasimharao Thota; Jacquelyn Gervay-Hague; Suvarn S Kulkarni
Journal:  Org Biomol Chem       Date:  2012-10-28       Impact factor: 3.876

3.  Aziridine Ring Opening as Regio- and Stereoselective Access to C-Glycosyl-Aminoethyl Sulfide Derivatives.

Authors:  Aleksandra Tracz; Martyna Malinowska; Stanisław Leśniak; Anna Zawisza
Journal:  Molecules       Date:  2022-03-08       Impact factor: 4.411
  3 in total

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