硼催化的双环化途径实现偕丙醇的反式-环丁烷的还原碳环化反应。
Reductive Carbocyclization of Homoallylic Alcohols to syn-Cyclobutanes by a Boron-Catalyzed Dual Ring-Closing Pathway.
机构信息
Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), Daejeon, 305-701, South Korea.
Department of Chemistry, Korea Advanced Institute of Science & Technology (KAIST), Daejeon, 305-701, South Korea.
出版信息
Angew Chem Int Ed Engl. 2018 Mar 1;57(10):2692-2696. doi: 10.1002/anie.201713285. Epub 2018 Feb 5.
The organoborane-catalyzed reductive carbocyclization of homoallylic alcohols has been developed by using hydrosilanes as reducing reagents to provide a range of 1,2-disubstituted arylcyclobutanes. The reaction proceeds in a cis-selective manner with high efficiency under mild conditions. Mechanistic studies, including deuterium scrambling and Hammett studies, and DFT calculations, suggest a dual ring-closing pathway.
有机硼化合物催化的偕丙醇的还原环化反应已经被开发出来，使用硅烷作为还原剂可以提供一系列的 1,2-二取代芳基环丁烷。该反应在温和条件下以高立体选择性和高效率进行。包括氘代 scrambling 和 Hammett 研究以及 DFT 计算在内的机理研究表明存在双环闭合途径。
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