Asymmetric Michael Reaction of Nitroolefins with β‐Dicarbonyl Compounds Catalysed by 1,3‐Diamine‐Tethered Guanidine‐Thiourea Bifunctional Organocatalysts

Natsuko Horitsugi, Kohei Kojima, Koji Yasui, Yoshihiro Sohtome, Kazuo Nagasawa

Asian Journal of Organic Chemistry · 2014 · 15 citations · 46 references

Concepts

Abstract

Abstract The enantioselective Michael reaction of β‐dicarbonyl compounds with nitroolefins was achieved by using guanidine/bisthiourea bifunctional organocatalysts in which the functional groups are linked by a 1,3‐diamine moiety. Aromatic and aliphatic nitroolefins are compatible with both acyclic and cyclic β‐dicarbonyl compounds to afford the corresponding Michael adducts in yields of up to 99 % and enantioselectivity of up to 95 % ee .

References

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