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  • Title: New aspects of catalytic intramolecular C-H amination: unexpected formation of a seven-membered ring in nitrogen-containing systems.
    Author: Toumieux S, Compain P, Martin OR, Selkti M.
    Journal: Org Lett; 2006 Sep 28; 8(20):4493-6. PubMed ID: 16986933.
    Abstract:
    The first example of the formation of a seven-membered ring by way of intramolecular-catalyzed amination of saturated C-H bonds is reported (Du Bois reaction). The influence of various structural parameters was studied, and it was shown that the unexpected regioselectivity observed in nitrogen-containing systems could be rationalized by conformational factors. These results open the way to innovative strategies for the general synthesis of polyfunctionalized piperidines.
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