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Updated: Aug 12, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Stereocontrolled Assembly of Cis or Trans Angularly Substituted Hydrindenes by the Unactivated Intramolecular
1Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716.
Abstract:
The unactivated intramolecular Diels-Alder reaction has become a powerful tool for the construction of polycyclic natural products. Nevertheless, the factors that govern diastereoselectivity in these cyclizations have not been fully understood. We here report that through the choice of the proper substituents, it is possible to make the unactivated intramolecular Diels-Alder reaction proceed to give either the cis angularly-substituted hydrindene 12b or the trans product 19a.
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