Binaphthyl–prolinol chiral ligands: design and their application in enantioselective arylation of aromatic aldehydes?

Organic & Biomolecular Chemistry Pub Date: 2021-03-18 DOI: 10.1039/D1OB00289A

Abstract

Binaphthyl–prolinol ligands were designed and applied in enantioselective arylation of aromatic aldehydes and sequential arylation–lactonization of methyl 2-formylbenzoate. Under optimized conditions, the reactions provided the desired diarylmethanols and 3-aryl phthalides in up to 96% yields with up to 99% ee and up to 89% yields with up to 99% ee, respectively. In particular, essentially optically pure 3-aryl phthalides (over 99% ee) were obtained in large quantities through recrystallization.

Graphical abstract: Binaphthyl–prolinol chiral ligands: design and their application in enantioselective arylation of aromatic aldehydes
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