Organic Synthesis on Polymeric Supports

In general, organic chemistry on polymeric supports, which is the major tool in combinatorial chemistry with the implementation of organic compounds, can be divided into three parts the polymeric support, often a polystyrene resin the product, and the linker which enables a suitable connection between the two parts (Fig. 3.1) [5]. 

A key aspect of any synthesis strategy on a polymeric support is the linkage element, which acts as a tether to the polymeric support. Ideally, the linker should be stable to all reaction conditions used in a synthesis sequence and should be cleaved quantitatively under conditions that do not degrade the desired target molecule [6]. In this overview the different kinds of linkers and the synthetic transformations that can be used on polymeric supports will be presented. At the end, synthetic strategies for the synthesis of heterocycles and natural products will be mentioned. 

The use of polymer-supported synthesis in combinatorial chemistry has become increasingly important in drug discovery [15]. Therefore, an efficient synthetic 

Copyright 2003 WILEY-VCH Verlag GmbH Co. KGaA, Weinheim ISBN 3-527-30630-7 

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I 3 Organic Synthesis on Polymeric Supports Tab. 3.10 Overview of triazene-based linker. 

The concept of peptide synthesis on a solid support known as solid phase peptide synthesis was developed in 1963 (Merrifield, 1963) and the concept has been extended and generalized to organic synthesis on polymeric supports. The method is particularly attractive to the synthesis of biomacromolecules (Bayer, 1991 Fields, 1997 Kates and Albericio, 2000 Merrifield 1985). 

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