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Boosting the Enantioselectivity of Conjugate Borylation of α,β‐Disubstituted Cyclobutenones with Monooxides of Chiral <i>C</i><sub>2</sub>‐Symmetric Bis(phosphine) Ligands

Ming Cui, Zhiyuan Zhao, Martin Oestreich

2022Chemistry - A European Journal27 citationsDOIOpen Access PDF

Abstract

-symmetric bis(phosphines) have been found to induce superior levels of enantioselection in copper-catalyzed conjugate borylation of α,β-disubstituted cyclobutenones. More precisely, enantiomeric excesses as well as chemical yields are exceedingly high with (R,R)-Bozphos as the chiral ligand while these values are low with parent (R,R)-Me-Duphos. A similar yet less pronounced effect was seen in the corresponding 1,6-addition to para-quinone methides.

Topics & Concepts

BorylationConjugatePhosphineBoosting (machine learning)ChemistryMathematicsComputer scienceOrganic chemistryCatalysisArtificial intelligenceArylAlkylMathematical analysisSynthesis of Indole DerivativesOrganoboron and organosilicon chemistryAsymmetric Synthesis and Catalysis
Boosting the Enantioselectivity of Conjugate Borylation of α,β‐Disubstituted Cyclobutenones with Monooxides of Chiral <i>C</i><sub>2</sub>‐Symmetric Bis(phosphine) Ligands | Litcius