化学
动力学分辨率
外消旋化
生物催化
立体中心
喹啉
对映选择合成
对映体
路易斯酸
有机化学
对映体过量
催化作用
组合化学
反应机理
作者
Jessica Cid,Gonzalo de Gonzalo,José Ariza Carmona,Javier Iglesias‐Sigüenza,Patricia Rodríguez Salamanca,Rubén Díez Fernández,Valentı́n Hornillos,José M. Lassaletta
标识
DOI:10.1002/adsc.202301310
摘要
A highly enantioselective biocatalytic dynamic kinetic resolution (DKR) of 2(quinoline‐8‐yl) 3‐methylbenzaldehydes and 1‐naphthaldehydes is described. The reaction proceeds by atroposelective carbonyl reduction catalyzed by commercial ketoreductases (KREDs), generally reaching high conversions and excellent enantiomeric excesses. Both atropoisomers of the final alcohols can be obtained by a proper selection of the biocatalyst. The DKR strategy relies in the racemization of the stereogenic axis that takes place thanks to a transient Lewis acid‐base interaction (LABI) between the nitrogen in the quinoline and the carbonyl group.
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