Bifunctional Skipped Dienes through Cu/Pd-Catalyzed Allylboration of Alkynes with B<sub>2</sub>pin<sub>2</sub> and Vinyl Epoxides
Nuria Vázquez‐Galiñanes, Isabel Velo-Heleno, Martín Fañanás‐Mastral
Abstract
A method for the use of vinyl epoxides in catalytic allylboration of alkynes is described. This transformation allows for the synthesis of bifunctional skipped dienes bearing both an allylic alcohol and an alkenylboronate from simple starting materials with high regio- and stereoselectivity. These two functionalities provide these products with highly versatile reactivity, as shown by their stereocontrolled conversion into cyclic boron compounds and polyenes.
Topics & Concepts
ChemistryBifunctionalCatalysisAllylic rearrangementStereoselectivityReactivity (psychology)BoronOrganic chemistryAlcoholMedicinal chemistryPathologyAlternative medicineMedicineOrganoboron and organosilicon chemistryChemical Synthesis and AnalysisCatalytic C–H Functionalization Methods