Multiselective Diels-Alder Reaction of α-Arylacroleins Catalyzed by Boron Tribromide-Assisted Chiral Phosphoric Acids.
Kai MatsuiKohei TohManabu HatanoKazuaki IshiharaPublished in: Organic letters (2022)
A multiselective Diels-Alder (DA) reaction of α-arylacroleins with cyclopentadiene using BBr 3 -assisted chiral BINOL-derived phosphoric acid catalysts has been developed. This unusual exo - and enantioselective DA reaction can be multicontrolled by the chiral cavity of the in situ -formed acid-base cooperative catalysts, in particular, suppressing the competitive hetero Diels-Alder (HDA) reaction effectively.