Synthesis of a new chiral ligand, 6, 6′-dihydroxy-5, 5′-biquinoline (BIQOL) and its applications in the asymmetric addition of diethylzinc to aldehydes
Yi-Xin Chen
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorLi-Wei Yang
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorYue-Ming Li
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorZhong-Yuan Zhou
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorKim-Hung Lam
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorCorresponding Author
Albert S.C. Chan
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, ChinaSearch for more papers by this authorHoi-Lun Kwong
Department of Biology and Chemistry, City University of Hong Kong, Hong Kong, China
Search for more papers by this authorYi-Xin Chen
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorLi-Wei Yang
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorYue-Ming Li
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorZhong-Yuan Zhou
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorKim-Hung Lam
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorCorresponding Author
Albert S.C. Chan
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, ChinaSearch for more papers by this authorHoi-Lun Kwong
Department of Biology and Chemistry, City University of Hong Kong, Hong Kong, China
Search for more papers by this authorAbstract
A new chiral ligand 6, 6′-dihydroxy-5, 5′-biquinoline (BIQOL, 2) was prepared via Cu2+ mediated coupling. The resolution was carried out by separating the corresponding ditrifluomethanesulfonate on chiral column. When applied to the enantioselective addition of diethylzinc to aromatic aldehydes, this ligand induced the reaction with enantioselectivity equivalent to that induced by BINOL. The effects of solvent and reaction temperature on enantioselectivity were also studied. Chirality 12:510–513, 2000. © 2000 Wiley-Liss, Inc.
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