A new asymmetric entry of the 1,2-aza-Friedel-Crafts reaction catalyzed by a chiral phosphoric acid is described. The present reaction has provided an atom-economical route to furan-2-ylamine derivatives in a highly enantioselective fashion. The synthetic utility of these products was displayed by oxidative cleavage of the furan ring (aza-Achmatowicz reaction) to form a 1,4-dicarbonyl compound that could be further derivatized to a chiral γ-butenolid. Copyright © 2003 American Chemical Society.
CITATION STYLE
Uraguchi, D., Sorimachi, K., & Terada, M. (2004). Organocatalytic asymmetric aza-Friedel-Crafts alkylation of furan. Journal of the American Chemical Society, 126(38), 11804–11805. https://doi.org/10.1021/ja046185h
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