Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5218812 | Tetrahedron | 2012 | 8 Pages |
Abstract
Irradiation of alkyltropolone Diels-Alder adducts bearing β,γ-unsaturated ketone chromophores leads to fused polycyclic systems containing cyclopropane moieties in good yields. A detailed mechanistic study, which included the use of deuterium labeling in combination with HRMS and NMR experiments, revealed that the process is highly stereoselective, proceeds through the formation of allyl radical and ketene intermediates, and involves participation of the solvent.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Carlos Tabarez, Alexander Khrizman, Patrick Moyna, Guillermo Moyna,