cis- and trans-Azetidin-2-ones from nitrones and copper acetylide
- 1 January 1976
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 22,p. 2382-2386
- https://doi.org/10.1039/p19760002382
Abstract
The reaction between nitrones and copper acetylides in pyridine yields cis- and trans-azetidinones. Deuteriation and isomerisation studies indicate that the trans-compound is produced from the initially formed cis-isomer and that the amount of cis-product may be increased by using non-basic solvents. Lactams with aromatic, aliphatic, and ethoxycarbonyl substituents may be obtained from appropriately substituted acetylenes, and the use of cyclic nitrones leads to bicyclic compounds.Keywords
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