Ryan M. Brady, Yelena Khakham, G. Lessene
Jan 19, 2011
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0
Influential Citations
15
Citations
Journal
Organic & biomolecular chemistry
Abstract
Rapid and high yielding synthesis of medium ring lactams was made possible through the use of a benzoylurea auxiliary that serves to stabilize a cisoid amide conformation, facilitating cyclization. The auxiliary is released after activation under the mild conditions required to deprotect a primary amine, such as acidolysis of a Boc group in the examples given here. This methodology is a promising tool for the synthesis of medium ring lactams, macrocyclic natural products and peptides.