Allylic amidation of olefins by ene reaction of acylnitroso compounds generated in situ by oxidation of hydroxamic acids

被引：0

作者：

Adam, W ^{[1
]}

Bottke, N ^{[1
]}

Krebs, O ^{[1
]}

Saha-Möller, CR ^{[1
]}

机构：

[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 1999卷 / 08期

关键词：

hydroxamic acids; acylnitroso; oxidation; ene reactions; allylic amidation;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot allylic amidation procedure, which employs the ene reaction of acylnitroso compounds 2 with electron-rich olefins 3a,b, is presented; the acylnitroso enophile is generated in situ by oxidation of hydroxamic acids 1 with iodosobenzene diacetate. The resulting N-allylhydroxamic acids 4 (ene products) are quantitatively acetylated for ease of handling; as an example, the reduction of the acetylated derivative 5b by samarium diiodide was carried out to afford the N-allyl amide 6b in quantitative yields.

引用

页码：1963 / 1965

页数：3

共 17 条

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