手性钌催化苯并环丁烯酮-酮醇环加成反应：结合 C-C 键活化和转移氢化偶联构建 II 型聚酮。
Enantioselective Ruthenium-Catalyzed Benzocyclobutenone-Ketol Cycloaddition: Merging C-C Bond Activation and Transfer Hydrogenative Coupling for Type II Polyketide Construction.
机构信息
University of Texas at Austin , Department of Chemistry , Austin , Texas 78712 United States.
出版信息
J Am Chem Soc. 2018 Jul 25;140(29):9091-9094. doi: 10.1021/jacs.8b05724. Epub 2018 Jul 11.
Abstract
The first enantioselective intermolecular metal-catalyzed cycloadditions of benzocyclobutenones via C-C bond oxidative addition are described. In the presence of a ruthenium(0) complex modified by ( R)-DM-SEGPHOS, tetralone-derived ketols and benzocyclobutenones combine to form cycloadducts with complete regio- and diastereoselectivity and high enantioselectivity. Using this method, the "bay region" substructure of the angucycline natural product arenimycin was prepared.
摘要
首次报道了通过 C-C 键氧化加成实现的苯并环丁烯酮的首例对映选择性的分子间金属催化环加成反应。在（R）-DM-SEGPHOS 修饰的钌(0)配合物的存在下，四氢萘酮衍生的酮醇和苯并环丁烯酮结合，以完全的区域和立体选择性以及高对映选择性形成环加成物。使用该方法，制备了蒽环类天然产物arenimycin 的“海湾区域”亚结构。
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