ORGN 723 |
| The application of 2,3-disubstituted cycloalkanones in areas such as prostaglandin synthesis is very important and therefore the development of convenient, versatile and efficient synthesis of these compounds is highly desirable. The use of organozinc reagents in copper catalyzed tandem conjugate addition-aldol reactions for the synthesis of 2,3-disubstituted cycloalkanones has been reported previously. The 2-substituted cyclohexenones are known to be difficult substrates for asymmetric conjugate addition. Herein, we describe a novel radical-based methodology for the synthesis of 2,3-disubstituted cyclic ketones with high enantioselectivity and excellent diastereoselectivity. The effect of ring size, acyl substituents and different nucleophilic radical precursors will be presented.
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Asymmetric Reactions, Combinatorial Chemistry, Molecular Recognition and Self-Assembly, Proteins, Peptides, Amino Acids and Enzyme Inhibitors
8:00 PM-10:00 PM, Wednesday, March 28, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Organic Chemistry |
