Novel Prospects of the Acidic Thermal Rearrangement of Spiro[cyclopropane‐1,5′‐isoxazolidines] to β‐Lactams
- 27 April 2004
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 2004 (10) , 2205-2213
- https://doi.org/10.1002/ejoc.200300595
Abstract
Monocyclic β‐lactams were synthesized by a 1,3‐cycloaddition/thermal rearrangement process in the presence of a protic acid, starting from methylenecyclopropane derivatives and acyclic nitrones. Five‐membered cyclic nitrones failed to give carbapenam structures under the same conditions, affording exclusively the corresponding N‐trifluoroacetyl β‐amino acid derivatives in the presence of trifluoroacetic acid. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)Keywords
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