ORGN 771 |
| The synthesis of 5- and 6-membered N-heterocycles in enantiomerically pure form is of great ongoing interest, particularly for the synthesis of bioactive natural products and for many medicinal chemistry applications. Although many strategies are available for the preparation of such compounds, there is still a need to develop new and practical methods for the synthesis of these molecules, particularly those with high molecular complexity. Herein, we present a new approach towards a number of N-heterocycles that relies on the one-step three-component reaction of carbohydrates, amines and organoboron compounds. In particular we will present a concise approach to both enantiomeric forms of substituted isoindoline derivatives. This strategy is highly versatile and allows the synthesis of many types of novel molecules from readily available starting materials. The scope and limitations of this methodology, along with further transformations of the products, will be presented. |
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Heterocycles and Aromatics, Asymmetric Reactions and Syntheses and Total Synthesis of Complex Molecules
7:00 PM-9:00 PM, Wednesday, August 19, 2009 Walter E. Washington Convention Center -- Ballroom C, Poster
Division of Organic Chemistry |