Issue 4, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Asymmetric synthesis of enantiomerically enriched atropisomeric amides by desymmetrisation of N,N-dialkylmesitamides †

Jonathan Clayden,*a   Paul Johnsona  and  Jennifer H. Pinka  

* Corresponding authors

a Department of Chemistry, University of Manchester, Oxford Road, Manchester, UK

Abstract

Lithiation and silylation of N,N-dialkylmesitamides using chiral lithium amide bases leads to enantiomerically enriched atropisomeric amides (up to 89% ee) by desymmetrisation of the enantiotopic methyl groups.

Graphical abstract: Asymmetric synthesis of enantiomerically enriched atropisomeric amides by desymmetrisation of N,N-dialkylmesitamides [ ]

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Article information

DOI
https://doi.org/10.1039/B008678I
Article type
Paper
Submitted
27 Oct 2000
Accepted
03 Jan 2001
First published
29 Jan 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 371-375

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Asymmetric synthesis of enantiomerically enriched atropisomeric amides by desymmetrisation of N,N-dialkylmesitamides

J. Clayden, P. Johnson and J. H. Pink, J. Chem. Soc., Perkin Trans. 1, 2001, 371 DOI: 10.1039/B008678I

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