Volume 28, Issue 50
Natural Products
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ChemInform Abstract: Direct C-11 Functionalization of Anatoxin-a. Application to the Synthesis of New Ligand-Based Structural Probes.

N. A. MAGNUS

N. A. MAGNUS

Sch. Chem., Univ. Bristol, Cantock′s Close, Bristol BS8 1TS, UK

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L. DUCRY

L. DUCRY

Sch. Chem., Univ. Bristol, Cantock′s Close, Bristol BS8 1TS, UK

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V. ROLLAND

V. ROLLAND

Sch. Chem., Univ. Bristol, Cantock′s Close, Bristol BS8 1TS, UK

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S. WONNACOTT

S. WONNACOTT

Sch. Chem., Univ. Bristol, Cantock′s Close, Bristol BS8 1TS, UK

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T. GALLAGHER

T. GALLAGHER

Sch. Chem., Univ. Bristol, Cantock′s Close, Bristol BS8 1TS, UK

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First published: 02 August 2010

Abstract

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ChemInform Abstract

A new method for the activation and functionalization at C-11 (the methyl residue of the acetyl side chain) of anatoxin-a based on the reaction with Koser′s reagent (II) is described. This chemistry allows for ready incorporation of thioether residues at this site (→ ( VI)) and is also applied to the synthesis of two dansyl-containing fluorescent derivatives of anatoxin-a (IX).

chemical structure image

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