Enantioselective difunctionalization of alkenes by a palladium-catalyzed Heck/borylation sequence

Chem Sci. 2022 Jan 22;13(7):2021-2025. doi: 10.1039/d1sc06229h. eCollection 2022 Feb 16.

Abstract

A palladium catalyzed enantioselective Heck/borylation reaction of alkene-tethered aryl iodides was realized, delivering a variety of 2,3-dihydrobenzofuranyl boronic esters in high yield with excellent enantioselectivity. Asymmetric synthesis of chromane boronic ester, indane boronic ester and indoline boronic ester was also accomplished. The protocol offers an efficient access to the corresponding chiral benzocyclic boronic esters, which are notably important chemical motifs in synthetic transformations.