4.7 Article

2,2′-Bipyridine-α,α′-trifluoromethyl-diol ligand: synthesis and application in the asymmetric Et2Zn alkylation of aldehydes

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Summary: This study describes a seven-step synthesis of a chiral 2,2'-bipyridinediol ligand starting from commercially available materials, with the key step being the O-2-mediated oxidative homocoupling reaction. The complexation of Fe-II with the chiral ligand showed an unusual heptacoordination and steric strain caused by the 3,3'-dimethyl groups. Furthermore, asymmetric induction using this ligand was investigated in Mukaiyama aldol and thia-Michael reactions, showing improved chiral induction compared to a catalyst made from a different ligand.

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