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Design and Synthesis of Modular Oxazoline Ligands for the Enantioselective Chromium-Catalyzed Addition of Allyl Bromide to Ketones

Jeremie J. Miller and Matthew S. Sigman*

*Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, Email: sigmanchem.utah.edu

J. J. Miller, M. S. Sigman, J. Am. Chem. Soc., 2007, 129, 2752-2753.

DOI: 10.1021/ja068915m (free Supporting Information)


 

Abstract

By systematically evaluating ligand diastereomers using a modular oxazoline template, a new ligand has been identified for the chromium-catalyzed enantioselective allylation of ketones using allylic bromides.

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Stereochemical Diversity in Chiral Ligand Design: Discovery and Optimization of Catalysts for the Enantioselective Addition of Allylic Halides to Aldehydes

J.-Y. Lee, J. J. Miller, S. S. Hamilton, M. S. Sigman, Org. Lett., 2005, 7, 1837-1839.


Key Words

Homoallylic Alcohols, Nozaki-Hiyama Coupling


ID: J48-Y2007-0780