高价位钯促进的形式 Wagner-Meerwein 重排。
High-Valent Palladium-Promoted Formal Wagner-Meerwein Rearrangement.
机构信息
Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University , Nanjing 210093, P. R. China.
Department of Chemistry and Biochemistry, Texas Tech University , Lubbock, Texas 79409-1061, United States.
出版信息
Org Lett. 2016 Nov 18;18(22):5804-5807. doi: 10.1021/acs.orglett.6b02706. Epub 2016 Oct 31.
An oxy-palladation, formal Wagner-Meerwein rearrangement and fluorination cascade has been established for generating fluorinated oxazolidine-2,4-diones and oxazolidin-2-ones. The reaction has a broad substrate scope in which both aryl and alkyl groups can be utilized as efficient migrating groups. Experimental evidence suggests that the reaction is initiated by anti-oxy-palladation of the olefin, followed by oxidative generation of an alkyl Pd intermediate and a concerted migration-fluorination.
已经建立了一个氧钯化、形式上的 Wagner-Meerwein 重排和氟化级联反应，用于生成氟化恶唑烷-2,4-二酮和恶唑烷-2-酮。该反应具有广泛的底物范围，其中芳基和烷基都可以作为有效的迁移基团。实验证据表明，反应是由烯烃的反氧钯化引发的，随后是烷基 Pd 中间体的氧化生成和协同迁移-氟化。
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