Issue 39, 2009
From the journal:

Dalton Transactions

Synthesis of ferrocene tethered open and macrocyclic bis-β-lactams and bis-β-amino acid derivatives†

Miguel A. Sierra,*a   Mamen Rodríguez-Fernández,a   Luis Casarrubios,a   Mar Gómez-Gallego,a   Charles P. Allena  and  María José Mancheño*a  

* Corresponding authors

a Departamento de Química Orgánica I. Universidad Complutense de Madrid. Avda, Complutense s/n. 28040, Madrid, Spain
E-mail: sierraor@quim.ucm.es, mjmreal@quim.ucm.es
Fax: +34 91 394 43 10
Tel: +34 91 394 43 10

Abstract

New bioorganometallic ferrocene derivatives are synthesized through a Diversity Oriented Synthesis strategy. Easily available ferrocene bisimines have been transformed into open ferrocenyl bis-β-lactams. These compounds have demonstrated to be versatile synthons used in further transformations into new ferrocene bis-β-amino acids. Carefully selected substituents submitted to ring closing metathesis (RCM) and Cu-catalyzed oxidative alkyne coupling conditions have also allowed the conversion of open substrates into ferrocenic macrocyclic bis-β-lactams.

Graphical abstract: Synthesis of ferrocene tethered open and macrocyclic bis-β-lactams and bis-β-amino acid derivatives

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Article information

DOI
https://doi.org/10.1039/B911450E
Article type
Paper
Submitted
12 Jun 2009
Accepted
11 Aug 2009
First published
02 Sep 2009

Dalton Trans., 2009, 8399-8405

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Synthesis of ferrocene tethered open and macrocyclic bis-β-lactams and bis-β-amino acid derivatives

M. A. Sierra, M. Rodríguez-Fernández, L. Casarrubios, M. Gómez-Gallego, C. P. Allen and M. J. Mancheño, Dalton Trans., 2009, 8399 DOI: 10.1039/B911450E

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