Intramolecular [2 + 2]- Photocycloaddition/Thermal Fragmentation Approach toward 5−8−5 Ring Systems

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 sestert...

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Bibliographic Details
Published in:Organic letters 2001-09, Vol.3 (18), p.2819-2821
Main Authors: Lo, Priscilla C.-K, Snapper, Marc L
Format: Article
Language:English
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol016244l