Issue 42, 2008
From the journal:

Chemical Communications

Surface-enhanced stereoselectivity in Mukaiyama aldol reactions catalyzed by clay-supported bis(oxazoline)–copper complexes†

María J. Fabra,a   José M. Fraile,*b   Clara I. Herrerías,b   Fernando J. Lahoz,a   José A. Mayoral*b  and  Ignacio Pérezb  

* Corresponding authors

a Departamento de Química Inorgánica, Instituto de Ciencia de Materiales de Aragón and Instituto Universitario de Catálisis Homogénea, Universidad de Zaragoza - C.S.I.C., 50009 Zaragoza, Spain

b Departamento de Química Orgánica, Instituto de Ciencia de Materiales de Aragón and Instituto Universitario de Catálisis Homogénea, Universidad de Zaragoza - C.S.I.C., 50009 Zaragoza, Spain
E-mail: jmfraile@unizar.es, mayoral@unizar.es
Fax: (+34) 976-762-077

Abstract

Surface effects on a laponite-exchanged bis(oxazoline)–copper complex modify the stereochemical course of the Mukaiyama aldol reaction between 2-(trimethylsilyloxy)furan and α-ketoesters, leading up to 90% ee (dr 86 : 14) becoming the best overall result obtained for this reaction and significantly improving the homogeneous process.

Graphical abstract: Surface-enhanced stereoselectivity in Mukaiyama aldol reactions catalyzed by clay-supported bis(oxazoline)–copper complexes

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Article information

DOI
https://doi.org/10.1039/B809956A
Article type
Communication
Submitted
12 Jun 2008
Accepted
14 Jul 2008
First published
19 Sep 2008

Chem. Commun., 2008, 5402-5404

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Surface-enhanced stereoselectivity in Mukaiyama aldol reactions catalyzed by clay-supported bis(oxazoline)–copper complexes

M. J. Fabra, J. M. Fraile, C. I. Herrerías, F. J. Lahoz, J. A. Mayoral and I. Pérez, Chem. Commun., 2008, 5402 DOI: 10.1039/B809956A

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