ORGN 596 |
| The Diels-Alder reaction, a concerted [4+2] cycloaddition reaction of a conjugated diene with a dienophile, provides numerous pathways for the construction of substituted six-membered rings with a high degree of regioselectivity, diastereoselectivity, and enantioselectivity. In view of its utility, the Diels-Alder reaction has been seen as a major focus for the development of new solid-phase synthesis methods. As a part of our continuing studies of solid-supported pericyclic reactions for preparing pharmacologically active heterocyclic compounds, we embarked on the solid-phase synthesis of hexahydro-1,3-dioxoisoindolines. The main objective of this study was to develop a facile synthetic methodology whereby the [4+2] cycloaddition reaction between deactivated dienes and electron-poor dienophiles could be executed by solid-phase chemistry.
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Asymmetric Reactions, Heterocycles, Aromatics, Combinatorial, and Physical Organic Chemistry
8:00 PM-10:00 PM, Wednesday, 31 August 2005 Washington DC Convention Center -- Hall A, Poster
Division of Organic Chemistry |
