Organocatalytic asymmetric aza-Friedel-Crafts alkylation of furan |
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| Authors: | Uraguchi Daisuke Sorimachi Keiichi Terada Masahiro |
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| Institution: | Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan. |
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| Abstract: | 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 gamma-butenolid. |
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