Straightforward ring expansion of pyroglutamates to perhydro-1,3-diazepine-2,4-diones.

Org Lett

Research group SynBioC, Department of Organic Chemistry, Faculty of Bioscience Engineering, Ghent University, Coupure links 653, B-9000 Gent, Belgium.

Published: March 2005

[reaction: see text] Perhydro-1,3-diazepine-2,4-diones are rare and can only be prepared, up to now, by special methods. A new one-step protocol was developed, comprising N-carbamoylation using an isocyanate followed by intramolecular ring expansion. This new methodology provides a straightforward access to this interesting seven-membered skeleton.

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Source
http://dx.doi.org/10.1021/ol050050eDOI Listing

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