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Org Lett. 2007 Mar 1;9(5):923-5. Epub 2007 Feb 9.

Highly enantioselective Michael addition of aromatic ketones to nitroolefins promoted by chiral bifunctional primary amine-thiourea catalysts based on saccharides.

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  • 1Department of Chemistry, Tianjin University, Tianjin 300072, China.

Abstract

[reaction: see text] A new class of thiourea catalysts have been developed which integrate saccharide and primary amine moieties into one small organic molecule. These simple catalysts are shown to be highly enantioselective for direct Michael addition of aromatic ketones to a range of nitroolefins (up to 98% ee).

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