Issue 1, 2009
From the journal:

Organic & Biomolecular Chemistry

A straightforward approach towards glycoamino acids and glycopeptidesviaPd-catalysed allylic alkylation†

Katja Krämer,a   Jan Deska,a   Christina Hebacha  and  Uli Kazmaier*a  

* Corresponding authors

a Institut für Organische Chemie, Universität des Saarlandes, Saarbrücken, Germany
E-mail: u.kazmaier@mx.uni-saarland.de
Fax: +49 681 302 2409
Tel: +49 681 302 3409

Abstract

Chelated enolates are versatile nucleophiles for palladium-catalysed allylic alkylations. Even with complex allylic substrates the reaction proceed without significant isomerisation. This allows the stereoselective introduction of polyhydroxylated allylic sidechains into amino acids and peptides with retention of the olefin geometry.

Graphical abstract: A straightforward approach towards glycoamino acids and glycopeptidesviaPd-catalysed allylic alkylation

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Article information

DOI
https://doi.org/10.1039/B813978D
Article type
Paper
Submitted
12 Aug 2008
Accepted
24 Sep 2008
First published
31 Oct 2008

Org. Biomol. Chem., 2009,7, 103-110

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A straightforward approach towards glycoamino acids and glycopeptidesviaPd-catalysed allylic alkylation

K. Krämer, J. Deska, C. Hebach and U. Kazmaier, Org. Biomol. Chem., 2009, 7, 103 DOI: 10.1039/B813978D

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