Synlett 2004(8): 1409-1413  
DOI: 10.1055/s-2004-829051
LETTER
© Georg Thieme Verlag Stuttgart · New York

Synthesis and Structural Characteristics of Geminally Disubstituted β-Amino Acids

Amelia A. Fuller, Bin Chen, Aaron R. Minter, Anna K. Mapp*
Department of Chemistry and Department of Medicinal Chemistry, University of Michigan, Ann Arbor, MI 48109, USA
Fax: +1(734)6158553; e-Mail: amapp@umich.edu;
Further Information

Publication History

Received 2 March 2004
Publication Date:
08 June 2004 (online)

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Abstract

The syntheses of seven new β-amino acids containing aryl, alkyl, and heteroaryl substituents are outlined. The synthetic strategy employs densely functionalized chiral isoxazolines as key intermediates, enabling the preparation of single stereoisomers of these challenging targets. Solid-state characterization of two of the sterically encumbered targets is also reported.