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Enantioselective Suzuki cross-coupling of 1,2-diboryl cyclopropanes.

Javier TeresaMarina VeladoRoberto Fernández de la PradillaAlma VisoBlanca LozanoMariola Tortosa
Published in: Chemical science (2023)
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.
Keyphrases
  • ionic liquid
  • solid state