New Aspects of Catalytic Intramolecular C−H Amination: Unexpected Formation of a Seven-Membered Ring in Nitrogen-Containing Systems
Organic Letters2006Vol. 8(20), pp. 4493–4496
Citations Over TimeTop 11% of 2006 papers
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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