Issue 11, 2003
From the journal:

Organic & Biomolecular Chemistry

Strategies and methods for the attachment of amino acids and peptides to chiral [n]polynorbornane templates

Frederick M. Pfeffer*a  and  Richard A. Russellb  

* Corresponding authors

a Department of Chemistry, Trinity College Dublin, Dublin 2, Ireland
E-mail: pfefferf@tcd.ie
Fax: +353 1 671 2826
Tel: +353 1 608 1306

b Centre for Chiral and Molecular Technologies, Deakin University, Geelong, 3216, Australia
E-mail: rarcat@deakin.edu.au
Fax: +61 3 925 17492
Tel: + 61 3 925 17454

Abstract

A versatile synthesis of amino acid and peptide functionalised [n]polynorbornane scaffolds is described. The frameworks are constructed using the stereoselective and regioselective cycloaddition of suitably functionalised chiral cyclobutene epoxides with similar norbornenes. The strategies employed allow a range of topologies to be accessed and a number of regioselectively addressable linkage points to be accommodated.

Graphical abstract: Strategies and methods for the attachment of amino acids and peptides to chiral [n]polynorbornane templates

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Article information

DOI
https://doi.org/10.1039/B301980B
Article type
Paper
Submitted
20 Feb 2003
Accepted
04 Apr 2003
First published
25 Apr 2003

Org. Biomol. Chem., 2003,1, 1845-1851

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Strategies and methods for the attachment of amino acids and peptides to chiral [n]polynorbornane templates

F. M. Pfeffer and R. A. Russell, Org. Biomol. Chem., 2003, 1, 1845 DOI: 10.1039/B301980B

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