Issue 18, 2001
From the journal:

Chemical Communications

Asymmetric synthesis of 2-substituted piperidines using a multi-component coupling reaction: rapid assembly of (S)-coniine from (S)-1-(1-phenylethyl)-2-methyleneaziridine

Jerome F. Hayes,a   Michael Shipman*b  and  Heather Twinb  

* Corresponding authors

a GlaxoSmithKline, Old Powder Mills, Kent, Tonbridge, UK

b School of Chemistry, University of Exeter, Devon, Exeter, UK
E-mail: m.shipman@exeter.ac.uk
Fax: +44 1392 263434
Tel: +44 1392 263469

Abstract

(S)-Coniine is made using a reaction which assembles the piperidine ring by the sequential formation of four new chemical bonds and installs the C-2 stereogenic centre with high levels of diastereocontrol (90% de).

Graphical abstract: Asymmetric synthesis of 2-substituted piperidines using a multi-component coupling reaction: rapid assembly of (S)-coniine from (S)-1-(1-phenylethyl)-2-methyleneaziridine

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Article information

DOI
https://doi.org/10.1039/B106260N
Article type
Communication
Submitted
13 Jul 2001
Accepted
30 Jul 2001
First published
21 Aug 2001

Chem. Commun., 2001, 1784-1785

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Asymmetric synthesis of 2-substituted piperidines using a multi-component coupling reaction: rapid assembly of (S)-coniine from (S)-1-(1-phenylethyl)-2-methyleneaziridine

J. F. Hayes, M. Shipman and H. Twin, Chem. Commun., 2001, 1784 DOI: 10.1039/B106260N

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