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[2+2] Photocycloadditions and Photorearrangements of 2-Alkenylcarboxamido-2-cycloalken-1-ones

โœ Scribed by Catherine Meyer; Olivier Piva; Jean-Pierre Pete

Book ID
104202748
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
188 KB
Volume
56
Category
Article
ISSN
0040-4020

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โœฆ Synopsis

AbstractรWhile intermolecular photocycloaddition of alkenes with 2-carboxamidocyclo-2-pent-1-enones was not an efยฎcient process, photolysis of 2-alkenylcarboxamido-2-cycloalken-1-ones led regio-and stereospeciยฎcally to a faster [212] intramolecular reaction and therefore to the corresponding cyclobutanes. However, photorearrangements involving three different intramolecular H-abstraction processes, compete with the observed cycloaddition. To explain the results, we propose that different deactivation pathways are available to the excited state, depending on the conformers present in the starting material.

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