Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Strasse 4, 35043 Marburg (Germany).
College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005 (P.R. China).
Angew Chem Int Ed Engl. 2016 Jan 11;55(2):685-8. doi: 10.1002/anie.201509524. Epub 2015 Dec 2.
Combining single electron transfer between a donor substrate and a catalyst-activated acceptor substrate with a stereocontrolled radical-radical recombination enables the visible-light-driven catalytic enantio- and diastereoselective synthesis of 1,2-amino alcohols from trifluoromethyl ketones and tertiary amines. With a chiral iridium complex acting as both a Lewis acid and a photoredox catalyst, enantioselectivities of up to 99% ee were achieved. A quantum yield of <1 supports the proposed catalytic cycle in which at least one photon is needed for each asymmetric C-C bond formation mediated by single electron transfer.
通过将供体底物与催化剂激活的受体底物之间的单电子转移与立体控制的自由基-自由基重组相结合，实现了可见光驱动的三氟甲基酮和叔胺对映选择性和非对映选择性的 1,2-氨基醇合成。手性铱配合物同时作为路易斯酸和光氧化还原催化剂，实现了高达 99%ee 的对映选择性。量子产率<1 支持所提出的催化循环，其中通过单电子转移介导的每个不对称 C-C 键形成至少需要一个光子。
