Lin Yun-Ming, Boucau Julie, Li Zhongtao, Casarotto Virginie, Lin Jinzhen, Nguyen Annie N, Ehrmantraut Jessica
Department of Chemistry, University of Toledo, Toledo, Ohio 43606, USA.
Org Lett. 2007 Feb 15;9(4):567-70. doi: 10.1021/ol0626903. Epub 2007 Jan 24.
Covalent attachment of quinine to a salen framework through a racemic linker gave a new mixed ligand in a 1:1 diastereomeric mixture, from which an active Lewis acid-Lewis base (LA*-LB*) bifunctional catalyst derived from Co(II) was discovered by the screening of metal complexes. The remarkable intramolecular bifunctional catalytic activity (1 mol % catalyst loading) of the new catalyst was demonstrated using a proof-of-principle reaction. [reaction: see text].