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Asymmetric oxyamination by mean of ruthenium-catalyzed N-Acyl nitrene transfer reaction to olefines
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2023-05-13 , DOI: 10.1016/j.tetlet.2023.154542 Keigo Hashimoto , Tatsuya Watari , Tatsuya Uchida
中文翻译:
通过钌催化的 N-酰基氮烯转移反应向烯烃进行不对称胺化反应
更新日期:2023-05-13
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2023-05-13 , DOI: 10.1016/j.tetlet.2023.154542 Keigo Hashimoto , Tatsuya Watari , Tatsuya Uchida
We found that (OC)ruthenium-salen complex 2d, bearing a 3,5-dichlorophenyl group at the C2″ position on the binaphthyl framework, catalyzed direct oxazoline formation from 4-methyl-1,2-dihydronaphthalenes and 3-methyl-1H-indenes using 3-(3-bromophenyl)-1,4,2-dioxazol-5-one 3f as the nitrene source via direct oxyamination through the putative N-acyl ruthenium(nitrene) intermediate with almost complete chemoselectivity and good to high enantioselectivity.
中文翻译:
通过钌催化的 N-酰基氮烯转移反应向烯烃进行不对称胺化反应
我们发现 (OC)ruthenium-salen 配合物2d在联萘骨架的 C2" 位置带有 3,5-二氯苯基,催化 4-methyl-1,2-dihydronaphthalene 和 3-methyl-1 直接形成恶唑啉H-茚使用 3-(3-溴苯基)-1,4,2-二恶唑-5-酮 3f作为氮烯源,通过假定的N-酰基钌(氮烯)中间体直接氧化胺化,具有几乎完全的化学选择性和良好至高对映选择性。