One-pot sequential Cu-catalyzed reduction and Pd-catalyzed arylation of silyl enol ethers.
One-pot sequential Cu-catalyzed reduction and Pd-catalyzed arylation of silyl enol ethers.
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DOI：
10.1021/ol048313c
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发表时间：
2004-11
期刊：
影响因子：
5.2
通讯作者：
Junghyun Chae;J. Yun;S. Buchwald
中科院分区：
文献类型：
--
作者：
Junghyun Chae;J. Yun;S. Buchwald
[反应：对映体富集的β-取代的二苯基甲硅烷基烯醇醚可由Cu催化的不对称共轭还原反应制备，用于Pd催化的各种芳基溴的芳基化反应。这种新的方法提供了一个简单的路线，α-芳基化环烷酮具有优异的水平的对映体和非对映体纯度。中间体二苯基甲硅烷基烯醇醚的分离是不必要的;该过程可以在一锅中进行。
[reaction: see text] Enantiomerically enriched beta-substituted diphenylsilyl enol ethers, which can be prepared from Cu-catalyzed asymmetric conjugate reduction, are utilized in the Pd-catalyzed arylation of various aryl bromides. This new method provides a simple route to alpha-arylated cycloalkanones with excellent levels of enantiomeric and diastereomeric purity. The isolation of the intermediate, diphenylsilyl enol ethers is not necessary; the procedure can be carried out in one-pot.