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Biomimetic Catalytic Retro-Aldol Reaction Using a Cation-Binding Catalyst: A Promising Route to Axially Chiral Biaryl Aldehydes
Here we describe a biomimetic catalytic retro-aldol reaction
of
racemic α-substituted β-hydroxy ketones utilizing a chiral
oligoEG cation-binding catalyst as a type-II aldolase mimic. Our investigation
of various aldol substrates has demonstrated that our biomimetic retro-aldol
protocol enables rapid access to highly enantiomerically enriched
aldols with a selectivity factor (s) of up to 70.
Additionally, we have demonstrated the synthetic strategy’s
feasibility for accessing diverse and valuable axially chiral aldehydes