Synfacts 2007(11): 1173-1173  
DOI: 10.1055/s-2007-991252
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Stereoselective Synthesis of Substituted Isoxazolidines

Contributor(s): Mark Lautens, Michael Langer
M. B. Hay, J. P. Wolfe*
University of Michigan, Ann Arbor, USA
Further Information

Publication History

Publication Date:
23 October 2007 (online)

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.