Issue 20, 2000
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Synthesis of C2-symmetric analogues of 4-(pyrrolidino)pyridine: new chiral nucleophilic catalysts

Alan C. Spivey,*a   Adrian Maddaford,a   Tomasz Fekner,†a   Alison J. Redgraveb  and  Christopher S. Frampton‡c  

* Corresponding authors

a Department of Chemistry, University of Sheffield, Brook Hill, Sheffield, UK

b GlaxoWellcome Medicines Research Centre, Gunnels Wood Road, Stevenage, Hertfordshire, UK

c Roche Discovery Welwyn, 40 Broadwater Road, Welwyn Garden City, Hertfordshire, UK

Abstract

The syntheses of a series of enantiomerically pure C2-symmetric 4-(pyrrolidino)pyridine (PPY) derivatives by SNAr of 4-halo-/4-phenoxypyridines and by cyclocondensation from 4-aminopyridine are described. Preliminary results pertaining to their use as catalysts for acylative kinetic resolution of 1-phenylethanol are also presented. A single-crystal X-ray analysis of PPY If is reported.

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Article information

DOI
https://doi.org/10.1039/B004704J
Article type
Paper
Submitted
13 Jun 2000
Accepted
21 Aug 2000
First published
06 Oct 2000

J. Chem. Soc., Perkin Trans. 1, 2000, 3460-3468

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Synthesis of C2-symmetric analogues of 4-(pyrrolidino)pyridine: new chiral nucleophilic catalysts

A. C. Spivey, A. Maddaford, T. Fekner, A. J. Redgrave and C. S. Frampton, J. Chem. Soc., Perkin Trans. 1, 2000, 3460 DOI: 10.1039/B004704J

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