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We report an unprecedented organocatalytic enantioselective acyloin rearrangement of α,α‐disubstituted α‐hydroxy acetals. In the presence of a catalytic amount of chiral binol‐derived N‐triflyl phosphoramide, α‐hydroxy acetals rearranged to α‐alkoxy ketones in good to high yields with high enantioselectivities. Formation of an ion pair between the in situ generated oxocarbenium ion and the chiral...
An enantioselective pinacol rearrangement of functionalized (E)‐2‐butene‐1,4‐diols was developed. In the presence of a catalytic amount of a chiral BINOL‐derived N‐triflyl phosphoramide, these 1,4‐diols rearranged to β,γ‐unsaturated ketones in excellent yields and enantioselectivities. The formation of a chiral ion pair between the intermediary allylic cation and the chiral phosphoramide anion was...
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