Max-Planck-Institut für Molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Straße 11, 44227, Dortmund, Germany.
Fakultät Chemie und Chemische Biologie, Technische Universität Dortmund, Otto-Hahn Str. 6, 44227-, Dortmund, Germany.
Angew Chem Int Ed Engl. 2017 Dec 11;56(50):15945-15949. doi: 10.1002/anie.201708355. Epub 2017 Nov 22.
The active complexes of chiral N,N'-dioxide ligands with dysprosium and magnesium salts catalyze the hetero-Diels-Alder reaction between 2-aza-3-silyloxy-butadienes and alkylidene oxindoles to selectively form 3,3'- and 3,4'-piperidinoyl spirooxindoles, respectively, in very high yields and with excellent enantioselectivities. The exo-selective asymmetric cycloaddition successfully regaled the construction of sp -rich and highly substituted natural-product-based spirooxindoles supporting many chiral centers, including contiguous all-carbon quaternary centers.
手性 N,N'-二氧化物配体与镝和镁盐的活性配合物可以催化 2-氮杂-3-硅氧基-丁二烯和亚甲基氧化吲哚之间的杂 Diels-Alder 反应，分别以非常高的收率和优异的对映选择性选择性形成 3,3'-和 3,4'-哌啶酰基螺[吲哚啉-2,3'-氧杂环戊烷]。外消旋选择性的不对称环加成成功地构建了富含 sp 并具有高度取代的基于天然产物的螺[吲哚啉-2,3'-氧杂环戊烷]，其中支持许多手性中心，包括连续的全碳季碳中心。
