Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology , 16 Avgda. Països Catalans, 43007 Tarragona, Spain.
ICREA , Pg. Lluís Companys 23, 08010 Barcelona, Spain.
J Am Chem Soc. 2017 Mar 29;139(12):4354-4357. doi: 10.1021/jacs.7b01443. Epub 2017 Mar 16.
An enantioselective catalytic vicinal diamination of styrenes is reported, which proceeds under entirely intermolecular reaction control. It relies on a chirally modified aryliodine(I) catalyst and proceeds within an iodine(I/III) manifold with conventional 3-chloroperbenzoic acid as a terminal oxidant. An environmentally benign solvent combination not only adds to the attractiveness of the process but also slows down the rate of the undesired background reaction. A total of 30 examples are presented, which consistently provide high enantiomeric excesses in the range 91-98%.
报道了一种对映选择性催化的苯乙烯偕二胺化反应，该反应完全在分子间反应控制下进行。它依赖于手性修饰的芳基碘（I）催化剂，并在碘（I/III）体系中进行，采用常规的 3-氯过苯甲酸作为末端氧化剂。一种环境友好的溶剂组合不仅增加了该工艺的吸引力，而且还降低了不希望的背景反应的速率。总共提供了 30 个实例，它们始终在 91-98%的范围内提供高对映体过量值。
