Iridium-Catalyzed X-H Insertions of Sulfoxonium Ylides

被引：151

作者：

Mangion, Ian K. ^{[1
]}

Nwamba, Ikenna K. ^{[1
]}

Shevlin, Michael ^{[1
]}

Huffman, Mark A. ^{[1
]}

机构：

[1] Merck & Co Inc, Dept Proc Res, Rahway, NJ 07065 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 16期

关键词：

METAL CARBENE TRANSFORMATIONS; ASYMMETRIC CYCLOPROPANATION; GENERAL-METHOD; N-H; COMPLEXES; DIAZOACETATES; DIAZOKETONES; ACTIVATION; OLEFINS;

D O I：

10.1021/ol901298p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The unique reactivity of sulfoxonium ylides as a carbene source is described for a variety of X-H bond insertions, taking advantage of a simple, commercially available iridium catalyst. This method has applications in both intra- and intermolecular reactivity, including a practical ring-expansion strategy for lactams. The safety and stability of sulfoxonium ylides recommend them as preferable surrogates to traditional diazo ketones and esters.

引用

页码：3566 / 3569

页数：4

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