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Synfacts 2007(11): 1173-1173
DOI: 10.1055/s-2007-991252
DOI: 10.1055/s-2007-991252
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Stereoselective Synthesis of Substituted Isoxazolidines
M. B. Hay, J. P. Wolfe*
University of Michigan, Ann Arbor, USA
Further Information
Publication History
Publication Date:
23 October 2007 (online)
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Significance
The synthesis of isoxazolidines, which are often found in biologically relevant compounds, is usually achieved by 1,3-dipolar cycloaddition. The authors report a diastereoselective palladium-mediated synthesis which gives easy access to currently unavailable isoxazolidine stereoisomers. A variety of heterocyclic ring systems can be synthesized which can potentially react further to yield highly functionalized five- and six-membered ring systems.