SCHEDULED MAINTENANCE
Enantioselective Suzuki cross-coupling of 1,2-diboryl cyclopropanes†
Javier
Teresa, 
a
Roberto
Fernández de la Pradilla,
b
Alma
Viso,
b
Blanca
Lozano
a
and
Mariola
Tortosa
*ac
a
Roberto
Fernández de la Pradilla,
b
Alma
Viso,
b
Blanca
Lozano
a
and
Mariola
Tortosa
*ac
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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