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

来源：

CHEMICAL COMMUNICATIONS | 2016年 / 52卷 / 23期

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

页码：4286 / 4289

页数：4

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