ORGN 159 |
| Haplomyrtin is an arylnaphthalene lignan from a perennial herb, Haplophyllum Myrtifolium, endemic to Turkey. The total synthesis of Haplomyrtin involves nine steps with eight isolable products using vanillin and piperonal as starting materials. The key steps in the sequence are the acid catalyzed formation of an aryl substituted benzofuran trapped by a Diels-Alder reaction with dimethyl acetylenedicarboxylate and the regioselective reduction of a diester to give the required lactone. Structural derivatives with various aryl (Ar) substituents will also be discussed. |
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Asymmetric Reactions and Syntheses, Physical Organic Chemistry, Combinatorial Chemistry, Total Synthesis
8:00 PM-10:00 PM, Sunday, 26 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster
Division of Organic Chemistry |