Asymmetric synthesis of bicyclic pyran scaffolds bearing two oxa-quaternary stereocenters via zinc-catalyzed [5 + 1] annulations

Abstract

An enantioselective [5 + 1] annulation of α-hydroxyl aryl ketones with cyclohexadienone-tethered enones via chiral dinuclear zinc catalysts is reported. A Brønsted base and Lewis acid cooperative activation model is...

Enantiodivergent Cyclization of Racemic Cyclohexadienones via Parallel Kinetic Asymmetric Transformation

“…Cyclohexanediones are highly attractive synthetic intermediates for enantioselective desymmetrization reactions. , Recently, we reported the divergent catalytic asymmetric dearomatization reactions of phenols by forming chiral cyclohexanedione intermediates . In the present work, we disclose PKAT on racemic cyclohexadienones for divergent synthesis of biologically and synthetically important hydroindoles.…”

Reversal of enantioselectivity by tuning the ring size of ProPhenol

“…32–42 The excellent performance of this ligand also attracted our attention. 43–49 In 2014, we reported the ProPhenol analogue ( S , S )- L 4 as a new addition to the chiral aza-crown family by replacing the prolinol moieties with chiral azetidines (Fig. 1C).…”