Ni(II)-Bis[(R,R)-N,N'-dibenzylcyclohexane-1,2-diamine]Br2 catalyzed enantioselective Michael additions of 1,3-dicarbonyl compounds to conjugated nitroalkenes.
A highly enantioselective Michael addition of 1,3-dicarbonyl compounds to nitroalkenes has been developed that employs a newly developed Ni(II)-(bis)diamine based catalyst. The reaction scope includes substituted and unsubstituted malonates, beta-ketoesters, and nitroalkenes bearing aromatic and aliphatic residues. Ease of synthesis of this complex is noteworthy.
Evans
David A
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Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA. evans@chemistry.harvard.edu
Seidel
Daniel
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D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D009532:Nickel / Q000737:chemistry*; D009574:Nitro Compounds / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D007659:Ketones; C504950:Ni(II)-bis((R,R)-N,N'-dibenzylcyclohexane-1,2-diamine)Br2; D009574:Nitro Compounds; D009942:Organometallic Compounds; D009532:Nickel