Chemistry - A European Journal · 2010 · 93 citations · 54 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryAddition ReactionsCross-coupling ReactionsOrganic SynthesisOrganometallic SynthesisAsymmetric Heterocycle SynthesisChiral Product SynthesisEnantioselective CatalysisEnantioselective SynthesisOrganometallic CatalysisStereochemical MechanismsStereochemical ModificationStereochemical Outcome Prediction
Predicted outcomes: The addition reaction of organoboronic acids with aldehydes in the presence of K2CO3 catalyzed by CoI2/(R,R)-BDPP gives chiral secondary alcohols in excellent yields with 90–99 % enantiomeric excess (see scheme; (R,R)-BDPP=(2R,4R)-(+)-2,4-bis(diphenylphosphino)pentane). This method provides an alternative to prepare an R and S enantiomeric pair by using the same chiral ligand and allows the stereochemical outcome of the reaction to be predicted.
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Tamio Hayashi, Makoto Takahashi, Yoshiaki Takaya et al. · Journal of the American Chemical Society · 2002 · 585 citations
Organoborates in new synthetic reactions
Akira Suzuki · Accounts of Chemical Research · 1982 · 422 citations