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J Am Chem Soc. 2006 Feb 8;128(5):1454-5.

Axially chiral guanidine as enantioselective base catalyst for 1,4-addition reaction of 1,3-dicarbonyl compounds with conjugated nitroalkenes.

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  • 1Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan. mterada@mail.tains.tohoku.ac.jp


A new strategy for designing chiral guanidine molecules is presented, which features the introduction of an axially chiral binaphthyl backbone. The axially chiral guanidine catalysts thus developed facilitated the highly enantioselective 1,4-addition reaction of 1,3-dicarbonyl compounds with a broad range of conjugated nitroalkenes and showed extremely high catalytic activity.

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