Three-Component Borylallenylation of Alkynes: Access to Densely Boryl-Substituted Ene-allenes
Shanghai Yu, Tian‐Jun Gong, Yao Fu
Abstract
Ene-allenes serve as versatile building blocks in organic synthesis, and the development of their efficient preparation is valuable. Herein the synthesis of boryl-substituted ene-allenes utilizing a Cu/Pd-catalyzed borylallenylation of alkynes with propargylic carbonates and bis(pinacolato)diboron is reported. Densely (tetra-, penta-, and hexa-) substituted ene-allenes were synthesized in acceptable yield with high regio- and stereoselectivity. More important molecule structures can be obtained by subsequent modifications.
Topics & Concepts
Ene reactionChemistryStereoselectivityYield (engineering)AlleneHEXAOrganoboron compoundsCombinatorial chemistryMoleculeBorylationCatalysisOrganic chemistryMedicinal chemistryArylMetallurgyMaterials scienceAlkylOrganoboron and organosilicon chemistrySulfur-Based Synthesis TechniquesCatalytic Cross-Coupling Reactions