Issue 23, 2001
From the journal:

Chemical Communications

Diastereo- and enantioselective synthesis of α,β-disubstituted γ-nitro methyl sulfonatesDedicated to Professor Helmut Zahn on the occasion of his 85th birthday.

Dieter Enders,*a   Otto Mathias Berner,a   Nicola Vignolaa  and  Jan Willem Batsb  

* Corresponding authors

a Institut für Organische Chemie der RWTH Aachen, Professor-Pirlet-Strasse 1, Aachen, Germany.
E-mail: enders@rwth-aachen.de;
Fax: +49-241-8092 127

b Institut für Organische Chemie der Universität Frankfurt, Marie-Curie-Strasse 11, Frankfurt am Main, Germany

Abstract

A novel asymmetric synthesis of highly enantioenriched homotaurine precursors has been developed via diastereoselective Michael addition of lithiated enantiopure sulfonates to nitroalkenes by using 1,2∶5,6-di-O-isopropylidene-α-D-allofurano se as chiral auxiliary.

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Article information

DOI
https://doi.org/10.1039/B108567K
Article type
Communication
Submitted
24 Sep 2001
Accepted
22 Oct 2001
First published
15 Nov 2001

Chem. Commun., 2001, 2498-2499

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Diastereo- and enantioselective synthesis of α,β-disubstituted γ-nitro methyl sulfonates

D. Enders, O. M. Berner, N. Vignola and J. W. Bats, Chem. Commun., 2001, 2498 DOI: 10.1039/B108567K

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