Cu II-Catalyzed Asymmetric Henry Reaction with a Novel C1-Symmetric Aminopinane-Derived LigandReportar como inadecuado




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1

Department of Chemistry, Biology and Food Science, Norwegian University of Life Sciences, P.O. Box 5003, N-1432 Ås, Norway

2

Department of Pharmaceutical Chemistry, School of Pharmacy, University of Oslo, P.O. Box 1068, Blindern, N-0316 Oslo, Norway





*

Author to whom correspondence should be addressed.



Academic Editor: Derek J. McPhee

Abstract A novel C1-symmetric dinitrogen ligand was synthesized in high yield from commercially available 1R,2R,3R,5S-−-isopinocampheylamine and 1-methyl-2-imidazolecarboxaldehyde. In combination with CuOAc2H2O, this new ligand promote the reaction between nitromethane and aliphatic aldehydes with high yields up to 97% and moderate enantioselectivities up to 67% ee. The reactions with benzaldehyde required prolonged reaction time that resulted in diminished yields, but accompanied with ee-values in the 55%–76% range. View Full-Text

Keywords: asymmetric catalysis; Henry reaction; nitrooaldol; chiral ligand; copper asymmetric catalysis; Henry reaction; nitrooaldol; chiral ligand; copper





Autor: Liudmila Filippova 1, Yngve Stenstrøm 1,* and Trond Vidar Hansen 1,2

Fuente: http://mdpi.com/



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