ORGN 95 |
Enantioselective diethylzinc additions to aldehydes catalyzed by chiral ligands with fluxional groups
| Levi Stanley and Mukund P. Sibi. Department of Chemistry, North Dakota State University, Ladd Hall, Fargo, ND 58105 |
| Recently our group has developed a new class of modular chiral ligands with fluxional groups. These ligands were shown to be highly selective in Diels-Alder reactions when combined with zinc Lewis acids. As a result we believed these ligands could be readily optimized to catalyze enantioselective diethylzinc additions to a variety of aldehydes. The major advantage to this class of ligands is the ligand scaffold is highly variable. In this work we have examined the effect of two variation points in the ligand scaffold: 1) the effect the size of the fluxional group R1 on enantioselectivity and 2) the effect of permanent chirality (R4 and R5) derived from various chiral amino alcohols on enantioselectivity and absolute configuration of the secondary alcohol products. 
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Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Materials, Molecular Recognition
8:00 PM-10:00 PM, Sunday, August 22, 2004 Pennsylvania Convention Center -- Hall D, Poster
Sci-Mix
8:00 PM-10:00 PM, Monday, August 23, 2004 Pennsylvania Convention Center -- Hall D, Sci-Mix
Division of Organic Chemistry
The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004
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