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Efficient Synthesis of Nicotianamine and Non-Natural Analogues

✍ Scribed by M'barek Bouazaoui; Manuel Larrouy; Jean Martinez; Florine Cavelier

Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
502 KB
Volume
2010
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

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 unnatural analogues including original molecules that will be useful as tools for plant physiology studies.

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