Enantioselective Rh-Catalyzed Domino Transformations of Alkynylcyclohexadienones with Organoboron Reagents
Enantioselective Rh-Catalyzed Domino Transformations of Alkynylcyclohexadienones with Organoboron Reagents
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DOI：
10.1021/ol400363f
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发表时间：
2013-03-01
期刊：
影响因子：
5.2
通讯作者：
Lautens, Mark
中科院分区：
文献类型：
--
作者：
Keilitz, Juliane;Newman, Stephen G.;Lautens, Mark
本文报道了一种新的铑催化的对映选择性多米诺反应，该反应通过炔基环己二烯酮的去对称化得到稠杂环。一步生成两个新的C-C键和两个立体中心，具有良好的对映选择性。与先前的报道相反，发现亚乙烯基不参与产物形成，但是铑-芳基物质在炔上的顺式加成发生。
A new enantioselective rhodium-catalyzed domino reaction is described that gives access to fused heterocycles by desymmetrization of alkyne-tethered cyclohexadienones. Two new C-C bonds and two stereocenters are formed in one step with good enantioselectivity. In contrast to prior reports, it was found that a vinylidene is not involved in the product formation but that syn-addition of the rhodium-aryl species onto the alkyne takes place.