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Article Dans Une Revue European Journal of Organic Chemistry Année : 2010

Efficient Synthesis of Nicotianamine and Non-Natural Analogues

Résumé

An efficient synthesis of nicotianamine has been achieved by using a new strategy based on N-alkylation. Sulfonamide activation proved to be necessary for the alkylation of the primary amine and the 2-(trimethylsilyl)ethanesulfonyl group was easily introduced and found to provide the best compromise for the N-alkylation and deprotection reactions. This new strategy enabled the preparation of several unnatu- ral analogues including original molecules that will be useful as tools for plant physiology studies.

Domaines

Chimie organique

Dates et versions

hal-00545895 , version 1 (13-12-2010)

Identifiants

Citer

M'Barek Bouazaoui, Manuel Larrouy, Jean Martinez, Florine Cavelier. Efficient Synthesis of Nicotianamine and Non-Natural Analogues. European Journal of Organic Chemistry, 2010, pp.6609-6617. ⟨10.1002/ejoc.201000920⟩. ⟨hal-00545895⟩
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