Internal Lewis acid assisted ureas: tunable hydrogen bond donor catalysts.
David M Nickerson, Veronica V Angeles, Tyler J Auvil, Sonia S So, Anita E Mattson
Index: Chem. Commun. (Camb.) 49 , 4289-4291, (2013)
Full Text: HTML
Abstract
The strategic incorporation of internal Lewis acids onto urea scaffolds gives rise to a family of tunable hydrogen bond donor catalysts. The nature of the Lewis acid and associated ligands affects the urea polarization, acidity, and activity in reactions of nitrocyclopropane carboxylates and nitrodiazoesters.
Related Compounds
Related Articles:
Urea-catalyzed N-H insertion-arylation reactions of nitrodiazoesters.
2014-06-06
[J. Org. Chem. 79(11) , 4832-42, (2014)]
Arylation of diazoesters by a transient N-H insertion organocascade.
2013-10-18
[Angew. Chem. Int. Ed. Engl. 52(43) , 11317-20, (2013)]
Urea-catalyzed construction of oxazinanes.
2013-09-21
[Org. Biomol. Chem. 11(35) , 5793-7, (2013)]
Boronate urea activation of nitrocyclopropane carboxylates.
2012-01-20
[Org. Lett. 14(2) , 444-7, (2012)]
Internal Lewis acid assisted hydrogen bond donor catalysis.
2011-02-18
[Org. Lett. 13(4) , 716-9, (2011)]