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Diastereo‐ and Enantioselective 1,4‐Difunctionalization of Borylenynes by Catalytic Conjunctive Cross‐Coupling

Chunyin M. Law, Elton Kativhu, Johnny Wang, James P. Morken

2020Angewandte Chemie International Edition60 citationsDOIOpen Access PDF

Abstract

Enantioselective conjunctive cross-coupling of enyne-derived boronate complexes occurs with 1,4 addition of the electrophile and migrating group across the π system. This reaction pathway furnishes α-boryl allenes as the reaction product. In the presence of a chiral catalyst, both the central and axial chirality of the product can be controlled during product formation.

Topics & Concepts

Enantioselective synthesisCatalysisCoupling (piping)ChemistryOrganic chemistryMaterials scienceMetallurgyOrganoboron and organosilicon chemistryCatalytic C–H Functionalization MethodsRadical Photochemical Reactions
Diastereo‐ and Enantioselective 1,4‐Difunctionalization of Borylenynes by Catalytic Conjunctive Cross‐Coupling | Litcius