Issue 1, 2002
From the journal:

Chemical Communications

Asymmetric deprotonation and dearomatising cyclisation of N-benzyl benzamides using chiral lithium amides: formal synthesis of (–)-kainic acid

Jonathan Clayden,*a   Christel J. Meneta  and  Darren J. Mansfieldb  

* Corresponding authors

a Department of Chemistry, University of Manchester, Oxford Road, Manchester, UK
E-mail: j.p.clayden@man.ac.uk

b Aventis CropScience SA, Centre de Recherche de La Dargoire, 14-20 rue Pierre Baizet - BP 9163, Lyon Cedex 09, France

Abstract

Chiral lithium amides deprotonate N-benzyl benzamides enantioselectively, initiating an asymmetric dearomatising cyclisation to enantiomerically enriched isoindolinones.

Graphical abstract: Asymmetric deprotonation and dearomatising cyclisation of N-benzyl benzamides using chiral lithium amides: formal synthesis of (–)-kainic acid

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Article information

DOI
https://doi.org/10.1039/B109188C
Article type
Communication
Submitted
10 Oct 2001
Accepted
06 Nov 2001
First published
03 Dec 2001

Chem. Commun., 2002, 38-39

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Asymmetric deprotonation and dearomatising cyclisation of N-benzyl benzamides using chiral lithium amides: formal synthesis of (–)-kainic acid

J. Clayden, C. J. Menet and D. J. Mansfield, Chem. Commun., 2002, 38 DOI: 10.1039/B109188C

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