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Efficient and flexible solid-phase synthesis of N-hydroxypolyamine derivatives


Méret, M; Bienz, S (2008). Efficient and flexible solid-phase synthesis of N-hydroxypolyamine derivatives. European Journal of Organic Chemistry, (33):5518-5525.

Abstract

Orthogonally protected, N-hydroxylated, linear tri- and tetra-amines were efficiently synthesised on Merrifield resin, which was modified with a phenethyl bromide linker. The polyamine frameworks were convergently prepared from the centre with reductive aminations and nucleophilic substitutions to elongate the polyamine backbone. The required N-hydroxy groups were introduced during the cleavage of the polyamine derivatives from the resin through Cope elimination.

Abstract

Orthogonally protected, N-hydroxylated, linear tri- and tetra-amines were efficiently synthesised on Merrifield resin, which was modified with a phenethyl bromide linker. The polyamine frameworks were convergently prepared from the centre with reductive aminations and nucleophilic substitutions to elongate the polyamine backbone. The required N-hydroxy groups were introduced during the cleavage of the polyamine derivatives from the resin through Cope elimination.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:November 2008
Deposited On:15 Feb 2009 09:48
Last Modified:05 Apr 2016 12:58
Publisher:Wiley-Blackwell
ISSN:1099-0690
Publisher DOI:https://doi.org/10.1002/ejoc.200800677

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