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2005
Quinoline derivatives
R 0410
Enantioselective Addition of Organolithium Reagents to Quinoline Catalyzed by
— The addition reactions of aryl- or alkyllithium compounds to quino30- 124 1,2-Diamines.
line are studied in the presence of several cyclic and acyclic chiral diamines either in
stoichiometric or catalytic amounts. Diamines (I) are the most enantioselective external
ligands for the addition of 1-naphthyllithium and BuLi, whereas (—)-sparteine remains
the best ligand for the addition of 2-naphthyllithium. Phenyl- and methyllithium are
added with significantly less enantioselectivities by use of chiral diamine ligands studied in the present work. — (COINTEAUX, L.; ALEXAKIS*, A.; Tetrahedron:
Asymmetry 16 (2005) 5, 925-929; Dep. Org. Chem., Univ. Geneva,
CH-1211 Geneva 4, Switz.; Eng.) — Klein
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