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Updated: Jul 29, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Intramolecular [2 + 2]-photocycloaddition/thermal fragmentation approach toward 5-8-5 ring systems
1Eugene F. Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467-3860, USA.
Abstract:
[reaction: see text]. An intramolecular [2 + 2]-photocycloaddition is used to provide a photoadduct, which upon fragmentation, lactone cleavage, and subsequent Cope rearrangement provides a dicyclopenta[a,d]cyclooctene ring system with substituents in place (e.g., C3 and C11) to access several 5-8-5 diterpene and sesterterpene natural products.
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