Abstract
Abstract This account demonstrates our recent work in the design and synthesis of benzylic-substituted chiral ligands and their applications in metal-catalyzed asymmetric catalysis. High catalytic activity and asymmetric induction have been shown in many enantioselective transformations. The relationship of flexibility and rigidity as well as the impact of substituents at the benzylic position of ligands on the reactions has been revealed. The switch of enantioselectivity in the palladium-catalyzed Heck reaction was observed using ligands with different substituents at the benzylic position of the ligands. Based upon the benzylic-substituted framework, palladacycles were synthesized, which served as a real catalyst in the ring opening reaction of oxabicyclic alkenes with organozinc halides. Highly efficient kinetic resolution of 2-aryl-1-hydroxy-1,2-dihydronaphthalenes has also been developed via dehydration using benzylic-substituted chiral palladacycles.
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