Towards peptide isostere libraries: aqueous aldol reactions on hydrophilic solid supports

A Graven, M Grøtli, M Meldal

Index: Graven, Anette; Grotli, Morten; Meldal, Morten Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 6 p. 955 - 962

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Citation Number: 30

Abstract

Polar polyoxyethylene-polyoxypropylene (POEPOP) resin was derivatised with a 4- hydroxymethyl phenoxy linker and used as a solid support for lanthanide triflate catalysed Mukaiyama type solid phase aldol reactions. The conditions were optimised using resin bound 4-alkoxybenzaldehyde and it was shown that use of an aqueous solvent was crucial. Also, the reactions were performed with an N-terminal peptide aldehyde substrate in very ...