硝基链烷酸酯的截获脱羧烯丙基化反应
Intercepted Decarboxylative Allylations of Nitroalkanoates.
作者信息
Schmitt Meghan, Grenning Alexander J, Tunge Jon A
机构信息
The University of Kansas, Department of Chemistry 2010 Malott Hall, 1251 Wescoe Hall Dr., Lawrence, KS, 66045.
出版信息
Tetrahedron Lett. 2012 Aug 22;53(34):4494-4497. doi: 10.1016/j.tetlet.2012.05.138. Epub 2012 Jun 7.
Abstract
Using palladium-catalyzed decarboxylation, several cascade reactions of allyl and prenyl nitroalkanoates that lead to nitro-containing chemical building blocks are described. A nitronate Michael addition/Tsuji-Trost allylation cascade was developed, leading to functionally dense chemical building blocks. Likewise, a Tsuji-Trost/decarboxylative protonation sequence was developed for the synthesis of orthogonally functionalized 2° nitroalkanes. The latter method provides rapid access to the indolizidine core.
摘要
利用钯催化脱羧反应，描述了几种烯丙基和异戊烯基硝基链烷酸酯的级联反应，这些反应可生成含硝基的化学结构单元。开发了一种硝酮迈克尔加成/辻-特罗斯特烯丙基化级联反应，可生成功能密集的化学结构单元。同样，还开发了一种辻-特罗斯特/脱羧质子化序列，用于合成正交官能化的仲硝基烷烃。后一种方法能够快速构建中氮茚核心结构。
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