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Issue 6, 2000
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Towards peptide isostere libraries: aqueous aldol reactions on hydrophilic solid supports

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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 high yields. POEPOP resins prepared with different monomer chain lengths and commercially available PEG-grafted NovaSyn TG resin were compared in the reactions.

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Publication details

The article was received on 23 Nov 1999, accepted on 22 Dec 1999 and first published on 02 Mar 2000


Article type: Paper
DOI: 10.1039/A909246C
Citation: J. Chem. Soc., Perkin Trans. 1, 2000,0, 955-962
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    Towards peptide isostere libraries: aqueous aldol reactions on hydrophilic solid supports

    A. Graven, M. Grøtli and M. Meldal, J. Chem. Soc., Perkin Trans. 1, 2000, 0, 955
    DOI: 10.1039/A909246C

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