Journal
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
Volume 329, Issue -, Pages 182-188Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jphotochem.2016.07.004
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- NIH [GM093930]
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Intramolecular cycloadditions of aza-o-xylylenes generated via excited state intramolecular proton transfer (ESIPT) to furanacetic acid-based unsaturated pendants was shown to overcome the unfavorable energetics of the azetidinone ring formation, offering rapid access to beta-lactams as primary photoproducts. These 2,3- and 3,4-dihydrofuran-containing reactive intermediates are suitable for a broad spectrum of postphotochemical transformations yielding complex polyheterocyclic molecular architectures possessing the beta-lactam moiety. (C) 2016 Published by Elsevier B.V.
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