Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2008, Issue 36, Pages 6119-6127Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200800719
Keywords
Michael addition; Alkylideneacetoacetates; N,O-Heterocycles; Hemiketalisation; Computer chemistry; Reaction mechanism
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Funding
- Ministero dell'Universita a della Ricerca (MIUR) [2006030449 003]
- MAE (Italia-Messico)
- University of Bologna [450]
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The 1,4-addition of N,O-bis(trimethylsilyl)hydroxylamine to alkylideneacetoacetates crave, in high yield, new 5-hydroxy-isoxazolidine-4-carboxylates. The results of the accurate computational investigation on the mechanism at the DFT level are in complete agreement: with the experimental evidence and the crystallographic data. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
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