School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, 22 Hankou Road, Nanjing, 210093 (China).
Angew Chem Int Ed Engl. 2015 May 11;54(20):6019-23. doi: 10.1002/anie.201500908. Epub 2015 Mar 24.
A Cu-catalyzed asymmetric detrifluoroacetylative aldol addition reaction of 2-fluoro-1,3-diketones/hydrates to aldehydes in the presence of base and chiral bidentate ligand was developed. The reaction was carried out under convenient conditions and tolerated a wide range of substrates, resulting in fluorinated quaternary stereogenic α-fluoro-β-hydroxy ketone products with good chemical yields, diastereo- and enantioselectivities. This catalytic asymmetric detrifluoroacetylative aldol addition reaction provides a new approach for the preparation of biologically relevant products containing C-F quaternary stereogenic centers.
发展了一种在碱和手性双齿配体存在下，Cu 催化的 2-氟-1,3-二酮/水合物与醛的不对称去三氟乙酰基加成反应。该反应在方便的条件下进行，且耐受广泛的底物范围，得到了具有良好化学收率、非对映选择性和对映选择性的氟化季立体 α-氟-β-羟基酮产物。这种催化不对称去三氟乙酰基加成反应为制备含有 C-F 季立体中心的生物相关产物提供了一种新方法。
