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Updated: Aug 9, 2025

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Enantioselective Suzuki cross-coupling of 1,2-diboryl cyclopropanes
Javier Teresa1, Marina Velado2, Roberto Fernández de la Pradilla2
1Organic Chemistry Department, Center for Innovation in Advanced Chemistry (ORFEO-CINQA), Universidad Autónoma de Madrid (UAM) 28049 Madrid Spain mariola.tortosa@uam.es.
Abstract:
Herein, we describe the catalytic enantioselective cross-coupling of 1,2-bisboronic esters. Prior work on group specific cross coupling is limited to the use of geminal bis-boronates. This desymmetrization provides a novel approach to prepare enantioenriched cyclopropyl boronates with three contiguous stereocenters, that could be further derivatized through selective functionalization of the carbon-boron bond. Our results suggest that transmetallation, which is the enantiodetermining step, takes place with retention of stereochemistry at carbon.
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