Issue 7, 2007
From the journal:

Chemical Communications

Stereospecific construction of substituted piperidines. Synthesis of (–)-paroxetine and (+)-laccarin†

John F. Bower,a   Thomas Riis-Johannessen,b   Peter Szeto,c   Andrew J. Whiteheadc  and  Timothy Gallagher*a  

* Corresponding authors

a School of Chemistry, University of Bristol, Bristol, UK
E-mail: t.gallagher@bristol.ac.uk
Fax: +44 117 9298611
Tel: +44 117 9288260

b Structural Chemistry, School of Chemistry, University of Bristol, Bristol, UK

c Chemical Development, GlaxoSmithKline, Medicines Research Centre, Stevenage, UK

Abstract

Short and efficient enantioselective syntheses of (–)-paroxetine and (+)-laccarin are described based on the highly stereospecific cleavage of C(3)-substituted 1,3-cyclic sulfamidates.

Graphical abstract: Stereospecific construction of substituted piperidines. Synthesis of (–)-paroxetine and (+)-laccarin

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Article information

DOI
https://doi.org/10.1039/B617260A
Article type
Communication
Submitted
27 Nov 2006
Accepted
03 Jan 2007
First published
18 Jan 2007

Chem. Commun., 2007, 728-730

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Stereospecific construction of substituted piperidines. Synthesis of (–)-paroxetine and (+)-laccarin

J. F. Bower, T. Riis-Johannessen, P. Szeto, A. J. Whitehead and T. Gallagher, Chem. Commun., 2007, 728 DOI: 10.1039/B617260A

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