1570510-99-4Relevant articles and documents
A catalytic enantiotopic-group-selective Suzuki reaction for the construction of chiral organoboronates
Sun, Chunrui,Potter, Bowman,Morken, James P.
, p. 6534 - 6537 (2014/05/20)
Catalytic enantiotopic-group-selective cross-couplings of achiral geminal bis(pinacolboronates) provide a route for the construction of nonracemic chiral organoboronates. In the presence of a chiral monodentate taddol-derived phosphoramidite ligand, these reactions occur with high levels of asymmetric induction. Mechanistic experiments with chiral 10B-enriched geminal bis(boronates) suggest that the reaction occurs by a stereochemistry-determining transmetalation that occurs with inversion of configuration at carbon.