Issue 3, 2000
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Enantiopure N-protected α-amino glyoxals 1. Synthesis from α-amino acids and some condensation reactions with amines

Paul Darkins,a   Michelle Groarke,a   M. Anthony McKervey,*a   Hazel M. Moncrieff,a   Noreen McCarthya  and  Mark Nieuwenhuyzena  

* Corresponding authors

a School of Chemistry, The Queen’s University, Belfast, UK

Abstract

A series of N-protected α-amino diazoketones has been prepared from L-amino acids and dipeptides and used as precursors in the synthesis of novel N-protected α-amino glyoxals via oxidation with distilled dimethyldioxirane (DMD) in acetone. The glyoxals have been converted, without purification, into enantiopure imines, pyrazines, quinoxalines, and pyrido[2,3-b]pyrazines via condensation with the appropriate amine or diamine. The molecular structure of the pyrido[2,3-b]pyrazine derived from N-Cbz-L-phenylalanine has been determined by X-ray analysis.

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Article information

DOI
https://doi.org/10.1039/A907948C
Article type
Paper
Submitted
04 Oct 1999
Accepted
01 Nov 1999
First published
26 Jan 2000

J. Chem. Soc., Perkin Trans. 1, 2000, 381-389

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Enantiopure N-protected α-amino glyoxals 1. Synthesis from α-amino acids and some condensation reactions with amines

P. Darkins, M. Groarke, M. A. McKervey, H. M. Moncrieff, N. McCarthy and M. Nieuwenhuyzen, J. Chem. Soc., Perkin Trans. 1, 2000, 381 DOI: 10.1039/A907948C

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