一种高效的钌催化的α,β-环氧酮重排为1,2-二酮的反应。
A highly efficient ruthenium-catalyzed rearrangement of alpha,beta-epoxyketones to 1,2-diketones.
作者信息
Chang Chia-Lung, Kumar Manyam Praveen, Liu Rai-Shung
机构信息
Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC.
出版信息
J Org Chem. 2004 Apr 16;69(8):2793-6. doi: 10.1021/jo0303867.
TpRuPPh(3)(CH(3)CN)(2)PF(6) catalyzed the efficient rearrangement of alpha,beta-epoxyketones to 1,2-diketones. Unlike a previously reported iron catalyst, the reaction in this case is applicable not only to 1,2-disubstituted epoxides but also to mono- and trisubstituted epoxides and tolerates oxygen functionalities. The sterically crowded and highly basic tris(1-pyrazolyl)borate (Tp) ligand of the ruthenium catalyst might account for its high selectivity toward 1,2-diketone rather than 1,3-diketone.
TpRuPPh(3)(CH(3)CN)(2)PF(6)催化α,β-环氧酮高效重排为1,2-二酮。与先前报道的铁催化剂不同，在这种情况下该反应不仅适用于1,2-二取代环氧化物，也适用于单取代和三取代环氧化物，并且能耐受氧官能团。钌催化剂的空间位阻大且碱性强的三(1-吡唑基)硼酸根(Tp)配体可能是其对1,2-二酮而非1,3-二酮具有高选择性的原因。
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