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Progress on the Stereoselective Synthesis of Chiral Molecules Based on Metal-Catalyzed Dynamic Kinetic Resolution of Alcohols with Lipases
Symmetry ( IF 2.2 ) Pub Date : 2021-09-19 , DOI: 10.3390/sym13091744
Raffaella Ferraccioli

Metal/lipase-combo catalyzed dynamic kinetic resolution (DKR) of racemic chiral alcohols is a general and practical process to obtain the corresponding enantiopure esters R with quantitative conversion. The use of known Ru-catalysts as well as newly developed homogeneous and heterogeneous metal catalysts (Fe, V) contributed to make the DKR process more sustainable and to expand the substrate scope of the reaction. In addition to classical substrates, challenging allylic alcohols, tertiary alcohols, C1-and C2-symmetric biaryl diols turned out to be competent substrates. Synthetic utility further emerged from the integration of this methodology into cascade reactions leading to linear/cyclic chiral molecules with high ee through the formation of multiple bonds, in a one-pot procedure.

中文翻译:

基于金属催化动态动力学拆分醇与脂肪酶的手性分子立体选择性合成研究进展

外消旋手性醇的金属/脂肪酶组合催化动态动力学拆分 (DKR) 是获得具有定量转化的相应对映体纯酯R的通用且实用的过程。使用已知的 Ru 催化剂以及新开发的均相和非均相金属催化剂 (Fe, V) 有助于使 DKR 过程更具可持续性并扩大反应的底物范围。除了经典底物外,具有挑战性的烯丙醇、叔醇、C1 和 C2 对称联芳二醇也被证明是有效的底物。通过将这种方法整合到级联反应中,通过形成多个键,在一锅法中产生具有高 ee 的线性/环状手性分子,进一步产生了合成效用。
更新日期:2021-09-19
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