Issue 5, 2007
From the journal:

Organic & Biomolecular Chemistry

The application of bis(oxazoline) ligands in the catalytic enantioselective methallylation of aldehydes

Gráinne C. Hargaden,a   Helen A. McManus,a   Pier Giorgio Cozzib  and  Patrick J. Guiry*a  

* Corresponding authors

a Centre for Synthesis and Chemical Biology, Conway Institute of Biomolecular and Biomedical Research, School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland
E-mail: p.guiry@ucd.ie
Fax: +353-1-7162501

b Dipartimento di Chimica “G. Ciamician”, Università di Bologna, Via Selmi 2, Bologna, Italy

Abstract

A series of symmetric and non-symmetric bis(oxazoline) ligands were applied in the Nozaki–Hiyama–Kishi methallylation of a range of aromatic and aliphatic aldehydes. A non-symmetrical ligand with tert-butyl/benzyl-substituted oxazolines provided the highest enantioselectivity of 99.5% for the methallylation of benzaldehyde.

Graphical abstract: The application of bis(oxazoline) ligands in the catalytic enantioselective methallylation of aldehydes

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Article information

DOI
https://doi.org/10.1039/B618516A
Article type
Communication
Submitted
19 Dec 2006
Accepted
15 Jan 2007
First published
26 Jan 2007

Org. Biomol. Chem., 2007,5, 763-766

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The application of bis(oxazoline) ligands in the catalytic enantioselective methallylation of aldehydes

G. C. Hargaden, H. A. McManus, P. G. Cozzi and P. J. Guiry, Org. Biomol. Chem., 2007, 5, 763 DOI: 10.1039/B618516A

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