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Synthesis 2011(1): 69-72
DOI: 10.1055/s-0030-1258966
DOI: 10.1055/s-0030-1258966
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
One-Step Synthesis of β-Lactams with Retro-Amide Side Chain
Further Information
Received
6 September 2010
Publication Date:
09 November 2010 (online)
Publication History
Publication Date:
09 November 2010 (online)
![](https://www.thieme-connect.de/media/synthesis/201101/lookinside/thumbnails/10.1055-s-0030-1258966-1.jpg)
Abstract
A one-pot synthesis for the preparation of 1,4-disubstituted 2-oxoazetidine-3-carboxylic acid amides was developed. 5-[(N-substituted-amino)(hydroxy)methylene] Meldrum’s acids act as a source of ketenes that react with aldimines in boiling toluene to give β-lactams with a retro-amide side chain.
Key words
lactams - cycloaddition - amides - ketenes - Meldrum’s acid
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