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Stereoselective Synthesis of Vinylboronates by Rh‐Catalyzed Borylation of Stereoisomeric Mixtures
21
Citations
94
References
2019
Year
Chemical EngineeringRhodium‐catalyzed BorylationEngineeringStereoisomeric MixturesOrganic ChemistryOrganometallic CatalysisCatalysisStereoselective SynthesisChemistryVinyl ActetatesSynthesis MethodRh‐catalyzed Borylation‐isomerization SequenceAsymmetric CatalysisSynthetic ChemistryEnantioselective Synthesis
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.
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