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Highly Enantioselective Catalytic Phenylation of Ketones with a Constrained Geometry Titanium Catalyst

Celina García and Patrick J. Walsh*

*Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, Email: pwalshsas.upenn.edu

C. Garcia, P. J. Walsh, Org. Lett., 2003, 5, 3641-3644.

DOI: 10.1021/ol0352963


Abstract

The asymmetric addition of phenyl groups from diphenylzinc to ketones gives good to excellent enantioselectivity with a range of substrates, using a catalyst generated from a dihydroxy bis(sulfonamide) ligand and titanium tetraisopropoxide.


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A Green Chemistry Approach to a More Efficient Asymmetric Catalyst: Solvent-Free and Highly Concentrated Alkyl Additions to Ketones

S.-J. Jeon, H. Li, P. J. Walsh, J. Am. Chem. Soc., 2005, 127, 16416-16425.


Key Words

benzylic alcohols


ID: J54-Y2003-950