Wu Yong, Fu Wai Chung, Chiang Chien-Wei, Choy Pui Ying, Kwong Fuk Yee, Lei Aiwen
College of Chemistry and Molecular Sciences, The Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, Hubei, P. R. China.
Chem Commun (Camb). 2017 Jan 16;53(5):952-955. doi: 10.1039/c6cc08392g. Epub 2017 Jan 3.
The first example of palladium-catalysed selective mono-α-alkenylation of ketones with alkenyl tosylates is described. In the presence of a Pd/XPhos catalyst system (0.1-1.0 mol%), the reaction provides mono-α-alkenylated ketones in good yields and exhibits excellent substrate tolerance. Highly congested, tri- and tetra-substituted alkenyl tosylates react smoothly and even problematic heteroaryl and aliphatic ketones are applicable substrates. Notably, small β,γ-unsaturated ketones are successfully prepared using acetone as a simple three-carbon feedstock.
描述了钯催化酮与烯基甲苯磺酸酯的选择性单α-烯基化的首个实例。在Pd/XPhos催化剂体系（0.1 - 1.0 mol%）存在下，该反应能以良好的产率提供单α-烯基化酮，并且表现出优异的底物耐受性。高度拥挤的、三取代和四取代的烯基甲苯磺酸酯能顺利反应，甚至有问题的杂芳基和脂肪族酮也是适用的底物。值得注意的是，使用丙酮作为简单的三碳原料成功制备了小的β,γ-不饱和酮。
