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Mesoionic compounds have proven to be valuable intermediates in organic chemistry from both physical and synthetic perspectives. These substances contain a masked 1,3-dipole within their framework and are therefore willing participants in 1,3-dipolar cycloadditions. Our interest in the chemistry of mesoionic dipoles stems from studies in our laboratory dealing with the rhodium(II)-catalyzed reactions...
The rhodium(II) catalyzed decomposition of several α-diazo ketoamides resulted in either formation of a push–pull carbonyl ylide intermediate followed by intramolecular [3+2]-cycloaddition across the tethered π-bond or C–H insertion of the initially formed rhodium carbenoid into the C 5 -position of the lactam ring followed by a carboethoxy-decarboxylation reaction. The chemoselectivity exhibited...
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