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Base-promoted lipase-catalyzed kinetic resolution of atropisomeric 1,1′-biaryl-2,2′-diols

机译:碱促脂酶催化的阻转异构体1,1'-联芳基-2,2'-二醇的动力学拆分

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Herein we report a dramatic acceleration of the lipase-catalyzed kinetic resolution of atropisomeric 1,1′-biaryl-2,2′-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.
机译:在本文中,我们报告了碳酸钠的添加,大大降低了脂肪酶催化的阻转异构的1,1'-联芳基-2,2'-二醇的动力学拆分。该结果可能源自酚羟基对酰基-酶中间体的亲核性增加。在这些条件下,各种取代的C _(2)对称和非C _(2)对称的联萘酚和联苯酚仅在13-30 h内即可有效分离,转化率约为50%,对映选择性极好。

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