Iridium-Catalyzed Stereocontrolled C(sp³)-C(sp³) Cross-Coupling of Boronic Esters and Allylic Carbonates Enabled by Boron-to-Zinc Transmetalation.

ABSTRACT: The stereocontrolled C(sp³)-C(sp³) cross-coupling represents a considerable challenge of great contemporary interest. While this has been achieved through the reactions of boronate complexes with π-allyl iridium complexes, such reactions suffered from a limited substrate scope. We now report that following transmetalation from boronate complexes to organozinc reagents enables previously unreactive substrates to engage in stereocontrolled C(sp³)-C(sp³) cross-coupling. The broader substrate scope has enabled their application to the synthesis of biologically active molecules. The organozinc reagents react through a stereoinvertive coupling pathway with π-allyl iridium complexes, in contrast to reactions with other electrophiles that occur with rete

SUBMITTER: Shen HC 

PROVIDER: S-EPMC11848825 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature