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• W2068320310 abstract "Asymmetric reactions that transform racemic mixtures into enantio-enriched products are in high demand, but classical kinetic resolution produces enantiopure compounds in <50% yield even in an ideal case. Many deracemization processes have thus been developed including dynamic kinetic resolution and dynamic kinetic asymmetric transformation, which can provide enantio-enriched products even after complete conversion of the racemic starting materials. However, these dynamic processes require racemization or symmetrization of the substrates or intermediates. We demonstrate a direct chemical enantio-convergent transformation without a racemization or symmetrization process. Copper(I)-catalysed asymmetric allylic substitution of a racemic allylic ether afforded a single enantiomer of an α-chiral allylboronate with complete conversion and high enantioselectivity (up to 98% enantiomeric excess). One enantiomer of the substrate undergoes an anti-S(N)2'-type reaction whereas the other enantiomer reacts via a syn-S(N)2' pathway. The products, which cannot be prepared by dynamic procedures, have been used to construct all-carbon quaternary stereocentres." @default.
• W2068320310 created "2016-06-24" @default.
• W2068320310 creator A5009380113 @default.
• W2068320310 creator A5040623007 @default.
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• W2068320310 date "2010-08-29" @default.
• W2068320310 modified "2023-10-17" @default.
• W2068320310 title "Direct enantio-convergent transformation of racemic substrates without racemization or symmetrization" @default.
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• W2068320310 doi "https://doi.org/10.1038/nchem.801" @default.
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