Asymmetric Synthesis of 1-(2- and 3-Haloalkyl)azetidin-2-ones as Precursors for Novel Piperazine, Morpholine, and 1,4-Diazepane Annulated Beta-Lactams
Willem Van Brabandt, Matthieu Vanwalleghem, Matthias D'hooghe and Norbert De Kimpe*
*Department of Organic Chemistry, Faculty of Bioscience Engineering, Ghent
University, Coupure links 653, B-9000 Ghent, Belgium, Email: norbert.dekimpe
UGent.be
W. Van Brabandt, M. Vanwalleghem, M. D'hooghe, N. De Kimpe, J. Org. Chem., 2006, 71, 7083-7086.
DOI: 10.1021/jo0608319
see article for
more reactions
Abstract
A high-yielding, asymmetric synthesis of novel 4-formyl-1-(2- and 3-haloalkyl)azetidin-2-ones was developed as valuable starting materials for the synthesis of different enantiomerically enriched bicyclic azetidin-2-ones, such as piperazine, morpholine, and 1,4-diazepane annulated β-lactam derivatives.
see article for more examples
While ads financed 62% of the published abstracts in 2024, donations allowed us to publish additional 12%. 26% of the abstracts have been published voluntarly. If you kindly donate, we can publish more freely accessible information and help the chemical community even more:
If you don't like pawalls or a flood of more and more advertising, then you can send a clear signal here!
Key Words
Staudinger Synthesis, Acetonides, Sodium Periodate, Imines, Sodium Borohydride, N-Heterocycles
ID: J42-Y2006-2740
