Mg-Catalyzed Enantioselective Benzylic C-H Bond Functionalization of Isoindolinones: Addition to Imines

被引:17
作者
Suzuki, Yudai [1 ]
Kanai, Motomu [1 ,2 ]
Matsunaga, Shigeki [1 ,2 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
[2] Japan Sci & Technol Agcy, Kanai Life Sci Catalysis Project, ERATO, Bunkyo Ku, Tokyo 1130033, Japan
关键词
asymmetric catalysis; C?H activation; imines; isoindolinones; magnesium; MANNICH-TYPE REACTIONS; SCHIFF-BASE CATALYSIS; CHIRAL CARBON STEREOCENTERS; ASYMMETRIC-SYNTHESIS; MESO-AZIRIDINES; OXINDOLES; ISOINDOLIN-1-ONES; CONSTRUCTION; 2,3-DIHYDRO-1H-ISOINDOL-1-ONES; STEREOCONTROLLER;
D O I
10.1002/chem.201200821
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Access to chiral isoindolinones: The Mg-catalyzed enantioselective benzylic CH bond functionalization of isoindolinones is described. A Bu2Mg/Schiff base catalyst (1:1) promoted the enantioselective addition of N-Boc-isoindolinones to aryl, heteroaryl, alkenyl, and alkyl imines, giving 3-substituted isoindolinones in 84-99 % ee and 50:50-91:9 d.r. (see scheme). © 2012 Wiley-VCH Verlag GmbH&Co. KGaA, Weinheim.
引用
收藏
页码:7654 / 7657
页数:4
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