Allylic amination and 1,2-diamination with a modified diimidoselenium reagent
Allylic amination and 1,2-diamination with a modified diimidoselenium reagent
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DOI：
10.1002/anie.199604541
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发表时间：
1996-03-01
影响因子：
16.6
通讯作者：
Sharpless, KB
中科院分区：
文献类型：
--
作者：
Bruncko, M;Khuong, TAV;Sharpless, KB
用对硝基 (Ns) 基团取代甲苯磺酰基，这是改进烯烃烯丙基胺化和 1, 3-二烯 1, 2-二胺化方法的关键。 Fukuyama等人最近引入的保护基团，即0-硝基苯磺酰基（nosyl）基团，可以与二亚胺硒试剂一起使用。所得的对硝基酰胺可以以良好至优异的产率转化为伯胺和仲胺。下面的反应 (a)(R→Me, CH 2 CHCH 2, CH 2 Ph) 中概述了这种方法的一个示例。
Replacing the tosyl with a nosyl (Ns) group—that is the key to an improved method for both allylic amination of olefins and 1, 2‐diamination of 1, 3‐dienes. The protecting group recently introduced by Fukuyama et al., the 0‐nitrobenzenesulfonyl (nosyl) group, can be employed with diimidoselenium reagents. The resulting nosyl‐amides can be converted into primary and secondary amines in good to excellent yields. An example of this approach is sketched below in reaction (a)(R Me, CH 2 CHCH 2, CH 2 Ph).