Site-Selective Functionalization of C(sp3) Vicinal Boronic Esters

Selective functionalization of the C-B bond in 1,2-bis(boronate) esters has emerged as a powerful tool to prepare 1,2-difunctionalized compounds with stereocontrol. Selective Suzuki cross-coupling, oxidation, amination, and homologation reactions serve as platforms to prepare a wide variety of compounds from a common intermediate. The exquisite selectivity offered and their easy preparation from feedstock material using a myriad of catalytic transformations make them attractive building blocks for the preparation of complex molecules. In this Perspective, we summarize the examples of selective C-B bond functionalization of vicinal bis(boronates), attending to the nature of the C-B bond functionalization.

Automated summary

Selective functionalization of the C-B bond in 1,2-bis(boronate) esters allows for the preparation of 1,2-difunctionalized compounds with stereocontrol, making them useful in the synthesis of complex molecules.