Dinuclear zinc-catalyzed asymmetric Friedel–Crafts alkylation/cyclization of 3-aminophenols with α,α-dicyanoolefins?

Chemical Communications Pub Date: 2021-08-31 DOI: 10.1039/D1CC04177K

Abstract

An enantioselective Friedel–Crafts alkylation/cyclization tandem reaction of 3-aminophenols with α,α-dicyanoolefins has been performed successfully using a chiral dinuclear zinc catalyst, leading to a range of chiral 2-amino-4H-chromenes (up to 98% yield and >99% ee). To the best of our knowledge, this is the first asymmetric example of the dinuclear zinc-catalysed functionalization of aromatic C(sp2)–H bonds.

Graphical abstract: Dinuclear zinc-catalyzed asymmetric Friedel–Crafts alkylation/cyclization of 3-aminophenols with α,α-dicyanoolefins
Recommended Literature