ORGN 151 |
| New optically pure isoxazoline-2-oxide and furan analogs have been synthesized via Pd(0) catalysis. Starting from a meso-diol, optically pure compounds were prepared without utilizing chiral ligands at any stage of the synthesis. The stereochemical outcome of the product (>99 % ee) was influenced by desymmetrization catalyzed by Pseudomonas cepacia lipase and the stereoselective nature of the palladium catalyzed transformations. This methodology is also compatible with wide spectrum of functional groups like NO2, COOR, COR, SO2R. The work presented provides a new pathway to optically pure furan and isoxazoline-2-oxide analogs which are rather difficult to obtain.
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Process R&D, Physical Organic Chemistry, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, March 25, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Organic Chemistry |
