Angewandte Chemie International Edition · 2006 · 92 citations · 29 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistryStructure-activity RelationshipsSynthetic Medicinal ChemistryHeterocyclic ChemistryHeterocyclic CompoundsMacrocycle SynthesisMolecular SymmetryOrganic SynthesisSubstituent EffectsRoom Temperature StabilityStereochemical Stability AssessmentSubstituent Effects On Stability
Bring on the substitute: Even outside of macrocyclic structures, such as vancomycin, appropriate substitution can give rise to atropisomerism in diaryl ethers. Stereochemical stability about the ArOAr axis at room temperature or above is possible when neither of the rings is symmetrically substituted and when at least one ring carries an ortho tert-butyl group or equivalent.
29
New N- and O-arylations with phenylboronic acids and cupric acetate
Dominic M. T. Chan, Kevin L. Monaco, Ru-Ping Wang et al. · Tetrahedron Letters · 1998 · 1.1K citations