Institute of Chemical Research of Catalonia (ICIQ), the Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007, Tarragona, Spain.
Catalan Institute of Research and Advanced Studies (ICREA), Pg. Lluís Companys 23, 08010, Barcelona, Spain.
Angew Chem Int Ed Engl. 2017 Sep 18;56(39):11797-11801. doi: 10.1002/anie.201705825. Epub 2017 Aug 23.
The first asymmetric synthesis of important α,α-disubstituted N-alkyl allyl amine scaffolds through allylic substitution is reported. This approach is based on palladium catalysis and features ample scope with respect to both the allylic precursor and amine reagent, and high asymmetric induction with enantiomeric ratios (e.r.) up to 98.5:1.5. The use of less-reactive anilines is also feasible, providing enantioenriched α,α-disubstituted N-aryl allylic amines.
首次通过烯丙基取代反应实现了重要的α,α-二取代 N-烷基烯丙基胺支架的不对称合成。该方法基于钯催化,对烯丙基前体和胺试剂都具有广泛的适用范围,并且具有高的不对称诱导,对映体过量值(e.r.)高达 98.5:1.5。使用反应性较低的苯胺也是可行的,可提供手性富集的α,α-二取代 N-芳基烯丙基胺。