Publication | Closed Access
Substrate‐Assisted, Transition‐Metal‐Free Diboration of Alkynamides with Mixed Diboron: Regio‐ and Stereoselective Access to <i>trans</i>‐1,2‐Vinyldiboronates
74
Citations
63
References
2017
Year
Materials ScienceSubstrate-assisted DiborationCross-coupling ReactionOrganic Material ChemistryUnsymmetrical Pinacolato-1,8-diaminonaphthalenato DiboronEngineeringApplied PhysicsMolecule-based MaterialTransition‐metal‐free DiborationStereoselective AccessTransition-metal-free Reaction ProceedsOrganic ChemistryChemistryHeterocycle ChemistryMixed DiboronEnantioselective Synthesis
A substrate-assisted diboration of alkynamides using the unsymmetrical pinacolato-1,8-diaminonaphthalenato diboron (pinBBdan) is described. The transition-metal-free reaction proceeds in a regio- and stereoselective fashion to exclusively afford trans-vinyldiboronates in good to excellent yields. Notably, Bdan and Bpin are installed on the α- and β-carbon atoms, respectively.
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