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Stereoselective Synthesis of Vinylboronates by Rh‐Catalyzed Borylation of Stereoisomeric Mixtures

作者:Shen‐Huan Li, Jie Li, Tianlai Xia, Wanxiang Zhao · 发表于:Chinese Journal of Chemistry · 年份:2019 · DOI:10.1002/cjoc.201800575 · 被引用次数:22 · 研究领域:Organoboron and organosilicon chemistry、Catalytic Cross-Coupling Reactions、Catalytic C–H Functionalization Methods

Summary of main observation and conclusion The stereoselective preparation of vinylboronates via rhodium‐catalyzed borylation of E / Z mixtures of vinyl actetates is described, and this method was also extended to synthesis of vinyldiboronates. These transformations feature high functional group compatibility and mild reaction conditions. Control experiments support a mechanism that involved a Rh‐catalyzed borylation‐isomerization sequence. The isomerization of ( Z )‐vinylboronates to ( E )‐isomers was also demonstrated.