A simple desymmetrisation approach to unsymmetric N,N'-disubstituted cyclic ureas

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Bew, Sean P., Bull, Steven D., Davies, Stephen G., Eames, Jason, Baxter, Anthony D. and Mykytiuk, John (1999) A simple desymmetrisation approach to unsymmetric N,N'-disubstituted cyclic ureas. Tetrahedron Letters, 40 (39). pp. 7143-7146. ISSN 0040-4039

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Abstract

The bis-enolate derived from 1,3-di-isobutyryl-trans-4,5-tetramethylene- imidazolidin-2-one 8 is unstable and deacylates to afford dianion 11 which can be regioselectively alkylated to afford unsymmetric cyclic urea 17 in good yield. Subsequent deacylation of 17 and methylation on nitrogen affords unsymmetric 1-benzyl-3-methyltrans-4,5-tetramethyleneimidazolidin-2-one 19 in good yield.

Item Type:	Article
Faculty \ School:	Faculty of Science > School of Chemistry (former - to 2024)
UEA Research Groups:	Faculty of Science > Research Groups > Synthetic Chemistry (former - to 2017) Faculty of Science > Research Groups > Chemistry of Materials and Catalysis
Related URLs:	http://www.scopus.com/inward/record.url?...
Depositing User:	Pure Connector
Date Deposited:	02 Feb 2015 13:58
Last Modified:	28 Mar 2025 06:24
URI:	https://ueaeprints.uea.ac.uk/id/eprint/51965
DOI:	10.1016/S0040-4039(99)01484-7

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