Issue 17, 2011
From the journal:

Organic & Biomolecular Chemistry

Coupling reaction between electron-rich pyrimidinones and α-amino acids promoted by phosphonium salts†

Abdelatif ElMarrouni,a   Josep M. Fabrellasa  and  Montserrat Heras*a  

* Corresponding authors

a Department of Chemistry, Faculty of Science, University of Girona, Campus de Montilivi, Girona, Spain
E-mail: montserrat.heras@udg.edu
Fax: +34 972 418150
Tel: + 34 972 418274

Abstract

Coupling reaction between electron-rich 2-morpholino-4(3H)-pyrimidinone and nucleophilic side chains of several natural α-amino acids promoted by phosphonium salt has been developed to prepare new optically active pyrimidin-4-yl amino acids. The best results were obtained using a two-step method through the easily available benzotriazolyl-1-oxy intermediate. A detailed optimization study of this reaction is discussed.

Graphical abstract: Coupling reaction between electron-rich pyrimidinones and α-amino acids promoted by phosphonium salts

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Article information

DOI
https://doi.org/10.1039/C1OB05313B
Article type
Paper
Submitted
25 Feb 2011
Accepted
18 May 2011
First published
18 May 2011

Org. Biomol. Chem., 2011,9, 5967-5977

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Coupling reaction between electron-rich pyrimidinones and α-amino acids promoted by phosphonium salts

A. ElMarrouni, J. M. Fabrellas and M. Heras, Org. Biomol. Chem., 2011, 9, 5967 DOI: 10.1039/C1OB05313B

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