Angewandte Chemie International Edition · 2019 · 73 citations · 29 references
Au-catalyzed SynthesisAtroposelective SynthesisEngineeringNatural SciencesDiversity-oriented SynthesisOrganic ChemistryOrganometallic CatalysisCatalysisChemistrySubstituted Benzyl AlkynonesAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringAncillary Ligands
A highly atroposelective (up to 97 % ee) Au-catalyzed synthesis of 1,1'-binaphthalene-2,3'-diols is reported starting from a range of substituted benzyl alkynones. Essential for the achievement of high enantioselectivity during the key assembly of the naphto-3-ol unit is the use of TADDOL-derived α-cationic phosphonites as ancillary ligands. Preliminary results demonstrate that the transformation of the obtained binaphthyls into axially chiral monodentate phosphines is possible without degradation of enantiopurity.
29
Tehshik P. Yoon, Eric N. Jacobsen · Science · 2003 · 1.4K citations
Atroposelective Synthesis of Axially Chiral Biaryl Compounds
Gerhard Bringmann, Anne J. Price Mortimer, Paul A. Keller et al. · Angewandte Chemie International Edition · 2005 · 1.4K citations
SambVca 2. A Web Tool for Analyzing Catalytic Pockets with Topographic Steric Maps
Laura Falivene, Raffaele Credendino, Albert Poater et al. · Organometallics · 2016 · 853 citations · Full text