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Synfacts 2005(0): 0052-0052  
DOI: 10.1055/s-2005-869933
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Pd-Catalyzed Diastereoselective Iodination of Unactivated C-H Bonds

Contributor(s): Mark Lautens, Y. Eric Fang
R. Giri, X. Chen, J.-Q. YU*
Brandeis University, USA
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Publication History

Publication Date:
20 July 2005 (online)

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Significance

Palladium-catalyzed functionalization of an unactivated C-H bond β to a functional group oxazoline was achieved. The tert-butyl oxazoline auxiliary gave highly diastereoselective functionization of diastereotropic C-H bonds. The substrates can be easily prepared from their corresponding carboxylic acid and readily available (S)-tert-leucinol.