文献类型：会议论文

中文题名：Nickel(Ⅱ)-Catalyzed Diastereo-and Enantioselective Michael/Hemiacetalization Cascade Reaction of α-Ketoesters with 2-(2-Nitrovinyl)phenols

作者：陈龙[1];Wu-Lin Yang[2];Wei-Ping Deng[2]

机构：[1]华东理工大学;[2]Shanghai Key Laboratory of New Drug Design & School of Pharmacy,East China University of Science and Technology

会议论文集：中国化学会·第十六届全国有机合成化学学术研讨会论文摘要集

会议日期：20190808

会议地点：中国河南开封

语种：中文

中文关键词：asymmetric catalysis;chromane;enantioselective cascade reaction;α-ketoesters

摘要：Thea-ketoester containing multiple reactive sites possessed the unique advantage in the asymmetric cascade process for the constructionof cyclic structures with multiple stereocenters. Recently,our groupdemonstrated the nickel（Ⅱ）/diamine-catalyzed asymmetric Michael/N-hemiketalization of α-ketoesters with 2-nitrovinylindoles for the synthesis of enantioenriched pyrrolo[1,2-a]indoles. Inspired by our previous work,wedescribedhereinthe nickel（Ⅱ）/diamine-catalyzed asymmetric Michael/hemiacetalization cascade reaction of α-ketoesters with2-（2-nitrovinyl）phenols,thus providing a range of structurally diverse polysubstituted chromanes bearing three continuous stereocenters in good yields and excellent stereoselectivities（up to 89% yield,>20:1 dr,>99% ee）.Moreover,the gram-seale experiment was performed with only 0.5 mol% of catalyst,and tricyclic furanobenzodihydropyran compound was gained by the derivatization of product,which showed the great synthetic potential of this strategy.