Highly Enantioselective Iridium-Catalyzed Hydrogenation of 2-Aryl Allyl Phthalimides

被引：20
作者：
Cabre, Albert [1 ,2 ]
Romagnoli, Elia [1 ]
Martinez-Balart, Pol [1 ]
Verdaguer, Xavier [1 ,2 ]
Riera, Antoni [1 ,2 ]
机构：
[1] BIST, Inst Res Biomed IRB Barcelona, Baldiri Reixac 10, Barcelona 08028, Spain
[2] Univ Barcelona, Fac Quim, Seccio Organ, Dept Quim Inorgan & Organ, Marti & Franques 1, E-08028 Barcelona, Spain
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 23期
关键词：
ASYMMETRIC HYDROGENATION; INDOLINES; LIGANDS; TARGETS; OLEFINS;
D O I：
10.1021/acs.orglett.9b03865
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The iridium-catalyzed asymmetric hydrogenation of 2-aryl allyl phthalimides to afford enantioenriched beta-aryl-beta-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 (R)-Lorcaserin, OTS514, and enantiomerically enriched 3-methyl indolines.
引用
收藏
页码：9709 / 9713
页数：5
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