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À propos de : Carbonyl Allenylation/Free Radical Cyclization Sequence as a NewRegio- and Stereocontrolled Access to Bi- and Tricyclic β-Lactams        

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  • Carbonyl Allenylation/Free Radical Cyclization Sequence as a NewRegio- and Stereocontrolled Access to Bi- and Tricyclic β-Lactams
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  • A novel approach to racemic and enantiopure nonconventional fused bi- and tricyclic β-lactams hasbeen developed by using regio- and stereocontrolled intramolecular free radical reactions in monocyclic2-azetidinone-tethered allenynes and haloallenes. The access to allene cyclization precursors was achievedby metal-mediated carbonyl allenylation of appropriately substituted 4-oxoazetidine-2-carbaldehydes inan aqueous environment. The tin-promoted radical cyclizations of allene-β-lactams are totally regioselectivefor the central allenic carbon, providing bi- and tricyclic β-lactams containing a seven-membered ring.
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