Max-Planck-Institut für Molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Strasse 11, 44227, Dortmund, Germany.
Technische Universität Dortmund, Fakultät Chemie und Chemische Biologie, Anorganische Chemie, Otto-Hahn-Strasse 6, 44227, Dortmund, Germany.
Angew Chem Int Ed Engl. 2017 Sep 4;56(37):11232-11236. doi: 10.1002/anie.201706005. Epub 2017 Jul 28.
A highly enantioselective copper-catalyzed vinylogous propargylic substitution has been developed. Aromatic and aliphatic propargylic esters react smoothly with substituted coumarins under mild reaction conditions to give the desired products with excellent yields and enantioselectivities. Subsequent single-step transformations enable the synthesis of a wide range of multifunctional and diverse compounds, and allow the efficient combination of different natural product fragments. Investigation of the obtained compound collection in cell-based assays monitoring changes in phenotype led to the discovery of a novel class of autophagy inhibitors.
发展了一种高对映选择性的铜催化的烯丙基取代反应。在温和的反应条件下，取代的香豆素与芳香族和脂肪族炔丙酯反应，以优异的产率和对映选择性得到所需产物。随后的单步转化可以合成广泛的多功能和多样化的化合物，并能够有效地组合不同的天然产物片段。在基于细胞的测定中对获得的化合物库进行研究，监测表型变化，导致发现了一类新的自噬抑制剂。
