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Preparation of enantiomerically pure pyridyl amino acids from serine

Lookup NU author(s): Stefania Tabanella, Professor Richard Jackson

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Abstract

A range of substituted pyridyl amino acids have been prepared by palladium catalysed cross-coupling of serine-derived organozinc reagents with differently substituted halopyridines. Following this procedure a DMAP analogue has been synthesised and used as a building block in the preparation of two related tripeptides, which have been tested as catalysts in the kinetic resolution of trans-2-(N-acetylamino)cyclohexan-1-ol, resulting in modest enantioselectivity.


Publication metadata

Author(s): Tabanella S, Valancogne I, Jackson RFW

Publication type: Article

Publication status: Published

Journal: Organic and Biomolecular Chemistry

Year: 2003

Volume: 1

Issue: 23

Pages: 4254-4261

ISSN (print): 1477-0520

ISSN (electronic): 1477-0539

Publisher: Royal Society of Chemistry

URL: http://dx.doi.org/10.1039/b308750f

DOI: 10.1039/b308750f

PubMed id: 14685328


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