Cabré Albert, Romagnoli Elia, Martínez-Balart Pol, Verdaguer Xavier, Riera Antoni
Institute for Research in Biomedicine (IRB Barcelona) , The Barcelona Institute of Science and Technology (BIST) , Baldiri Reixac 10 , 08028 Barcelona , Spain.
Departament de Química Inorgànica i Orgànica, Secció Orgànica, Facultat de Química , Universitat de Barcelona , Martí i Franquès 1 , Barcelona E-08028 , Spain.
Org Lett. 2019 Dec 6;21(23):9709-9713. doi: 10.1021/acs.orglett.9b03865. Epub 2019 Nov 8.
The iridium-catalyzed asymmetric hydrogenation of 2-aryl allyl phthalimides to afford enantioenriched β-aryl-β-methyl amines is presented. Recently developed Ir-MaxPHOX catalysts are used for this enantioselective transformation. The mild reaction conditions and the feasible removal of the phthalimido group makes this catalytic method easily scalable and of great interest to afford chiral amines. The importance of this new methodology is exemplified by the formal synthesis of ()-Lorcaserin, OTS514, and enantiomerically enriched 3-methyl indolines.
本文介绍了铱催化2-芳基烯丙基邻苯二甲酰亚胺的不对称氢化反应，以得到对映体富集的β-芳基-β-甲基胺。最近开发的Ir-MaxPHOX催化剂用于这种对映选择性转化。温和的反应条件以及邻苯二甲酰亚胺基团的可行去除使得这种催化方法易于扩大规模，并且对于制备手性胺具有很大的吸引力。（）-洛卡塞林、OTS514和对映体富集的3-甲基吲哚啉的形式合成例证了这种新方法的重要性。
