Stereoselective synthesis of 1,3-disubstituted isoindolines via Rh(III)-catalyzed tandem oxidative olefination-cyclization of 4-aryl cyclic sulfamidates

被引:15
|
作者
Son, Se-Mi [1 ]
Seo, Yeon Ji [1 ,2 ]
Lee, Hyeon-Kyu [1 ,2 ]
机构
[1] Korea Res Inst Chem Technol, Korea Chem Bank, POB 107, Yuseong 305600, Daejeon, South Korea
[2] Univ Sci & Technol, Dept Med Chem & Pharmacol, 113 Gwahango, Yuseong 305333, Daejeon, South Korea
基金
新加坡国家研究基金会;
关键词
C-H OLEFINATION; ASYMMETRIC TRANSFER HYDROGENATION; ENANTIOSELECTIVE SYNTHESIS; BOND FORMATION; FUNCTIONALIZATION; SULFONAMIDE; REACTIVITY; ACCESS; ARENES; ALKENYLATION;
D O I
10.1039/c5cc09888b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Rh(III)-catalyzed tandem ortho C-H olefination of cyclic 4-aryl sulfamidates (1) and subsequent intramolecular cyclization are described. This reaction serves as a method for the direct and stereoselective synthesis of 1,3-disubstituted isoindolines (3) starting with enantiomerically enriched 4-aryl cyclic sulfamidates. In this process, the configurational integrity of the stereogenic center in the starting cyclic sulfamidate is completely retained. In addition, the process generates trans-1,3-disubstituted isoindolines exclusively.
引用
收藏
页码:4286 / 4289
页数:4
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