Sulfur(IV)-Mediated Transformations: From Ylide Transfer to Metal-Free Arylation of Carbonyl Compounds

被引：118

作者：

Huang, Xueliang ^{[1
]}

Patil, Mahendra ^{[1
]}

Fares, Christophe ^{[1
]}

Thiel, Walter ^{[1
]}

Maulide, Nuno ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 19期

关键词：

ENANTIOSELECTIVE ALPHA-ARYLATION; PUMMERER REACTION CHEMISTRY; ARYLKETENE DITHIOACETAL MONOXIDES; POLARIZABLE CONTINUUM MODEL; BETA-DICARBONYL COMPOUNDS; OXIDATIVE CYCLIZATION; ASYMMETRIC-SYNTHESIS; INDOLE ALKALOIDS; BOND FORMATION; KETONES;

D O I：

10.1021/ja4017683

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The development of a direct ylide transfer to carbonyl derivatives and of a sulfoxide-mediated arylation is presented from a unified perspective. Mechanistic studies (including density functional calculations) support a common reaction pathway and showcase how subtle changes in reactant properties can lead to disparate and seemingly unrelated reaction outcomes.

引用

页码：7312 / 7323

页数：12

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