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Studies on the Photochemical Rearrangements of Enantiomerically Pure, Polysubstituted, and Variously Annulated Bicyclo[2.2.2]octenones

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https://figshare.com/articles/dataset/Studies_on_the_Photochemical_Rearrangements_of_Enantiomerically_Pure_Polysubstituted_and_Variously_Annulated_Bicyclo_2_2_2_octenones/5226433
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A series of enantiomerically pure bicyclo[2.2.2]­octenones, including the lactone-annulated system 26, has been prepared by engaging derivatives of an enzymatically derived and homochiral cis-1,2-dihydrocatechol in inter- or intra-molecular Diels–Alder reactions. Systems such as 26 readily participate in photochemically promoted oxa-di-π-methane rearrangement or 1,3-acyl migration processes to give products such as diquinane 34 or mixtures of cyclobutanone 36 and cyclopropane 38, respectively.
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2017-07-20
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