ORGN 167 |
| Kok Ping Chan and Teck Peng Loh. Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, Singapore |
| Tetrahydropyran rings are part of important backbones of many complex natural products. Prins cyclization is a fundamental acid-catalysed olefin-aldehyde condensation for the formation of the pyran ring. A one-pot-three-components Prins cyclization was developed with high yield and selectivity. The three components system comprises of allylchlorosilane or allylsilanol, Lewis acid (Indium based) and aldehydes. The 2,4,6-substituted tetrapyran product formed from the one-pot reaction exhibits high specificity, depending on (i) the type and amount of allylating agent used; (ii) the type of Lewis acid used; (iii) the sequence of aldehyde added. |
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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
Division of Organic Chemistry |