Asymmetric Direct Mannich Reaction Catalyzed by Chiral Brønsted Acid via Activation of Enecarbamate as an Aliphatic Imine Alternative

Masahiro Terada; Hiroyasu Tanaka; Keiichi Sorimachi

doi:10.1055/s-2008-1078495

LETTER

Asymmetric Direct Mannich Reaction Catalyzed by Chiral Brønsted Acid via Activation of Enecarbamate as an Aliphatic Imine Alternative

Masahiro Terada*, Hiroyasu Tanaka, Keiichi Sorimachi
Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japan
Fax: +81(22)7956602; e-Mail: mterada@mail.tains.tohoku.ac.jp;

Abstract

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Abstract

An enantioselective direct Mannich reaction of acetylacetone with enecarbamates via protonation by a chiral monophosphoric acid catalyst is achieved, demonstrating the utility of in situ generation of unstable aliphatic imines.

Key words

organocatalysis - Mannich reaction - imines - asymmetric catalysis - isomerizations

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Referenzen

References and Notes

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