Herein we report a dramatic acceleration of the lipase-catalyzed kinetic resolution of atropisomeric 1,1 0biaryl-2,2 0 -diols by the addition of sodium carbonate. This result likely originates from the increased nucleophilicity of the phenolic hydroxyl group toward the acyl-enzyme intermediate. Under these conditions, various substituted C 2 -symmetric and non-C 2 -symmetric binaphthols and biphenols were efficiently resolved with $50% conversion in only 13-30 h with excellent enantioselectivity.
A continuous‐flow dynamic kinetic resolution of racemic secondary alcohols was carried out using a single column reactor packed with a mixture of immobilized lipase and an immobilized oxovanadium species, VMPS4. As a result, optically pure esters were produced in 88–92 % yields. Problems encountered in this study were overcome by using fillers that efficiently maintained the initial distribution of the catalysts in the reactor and by using a packing method in which the mixing ratio of the two catalysts was varied in a stepwise fashion. The flow process led to an increased turnover number of each catalyst compared to those of batch reactions.
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