4.5 Article

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

期刊

CHINESE JOURNAL OF CHEMISTRY
卷 37, 期 5, 页码 462-468

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.201800575

关键词

borylation; C-O electrophiles; rhodium catalysis; isomerization

资金

  1. National Natural Science Foundation of China [21702056]
  2. National Program for Thousand Young Talents of China
  3. Fundamental Research Funds for the Central Universities

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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.

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