Issue 6, 2004
From the journal:

Chemical Communications

Enantiopure oxazolidinones as chiral acids in the asymmetric protonation of N-Boc pyrrole derived enolates

David R. Carberya  and  Timothy J. Donohoe*a  

* Corresponding authors

a Dyson Perrins Laboratory, University of Oxford, South Parks Road, Oxford, UK
E-mail: timothy.donohoe@chem.ox.ac.uk
Fax: 01865 275674
Tel: 01865 275649

Abstract

The first use of geminally disubstituted oxazolidinones as chiral protonating agents is described: these new acids are able to directly protonate an enolate generated by the ammonia free partial reduction of an electron deficient pyrrole and give up to 68% ee in the pyrroline product.

Graphical abstract: Enantiopure oxazolidinones as chiral acids in the asymmetric protonation of N-Boc pyrrole derived enolates

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Article information

DOI
https://doi.org/10.1039/B316719D
Article type
Communication
Submitted
23 Dec 2003
Accepted
26 Jan 2004
First published
16 Feb 2004

Chem. Commun., 2004, 722-723

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Enantiopure oxazolidinones as chiral acids in the asymmetric protonation of N-Boc pyrrole derived enolates

D. R. Carbery and T. J. Donohoe, Chem. Commun., 2004, 722 DOI: 10.1039/B316719D

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