4.5 Article

Synthesis of Ethyl 5-Hydroxyisoxazolidine-4-carboxylates via Michael Addition/Intramolecular Hemiketalisation

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2008, 期 36, 页码 6119-6127

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200800719

关键词

Michael addition; Alkylideneacetoacetates; N,O-Heterocycles; Hemiketalisation; Computer chemistry; Reaction mechanism

资金

  1. Ministero dell'Universita a della Ricerca (MIUR) [2006030449 003]
  2. MAE (Italia-Messico)
  3. University of Bologna [450]

向作者/读者索取更多资源

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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